chore: ignore local identity files (#1001) (thanks @gerardward2007)

Co-Authored-By: Claude Opus 4.5 <noreply@anthropic.com>

.gitignore

@@ -55,3 +55,5 @@ apps/ios/*.mobileprovision
 # Local untracked files
 .local/
 .vscode/
+IDENTITY.md
+USER.md

AGENTS.md

@@ -116,6 +116,14 @@
   - launchd PATH is minimal; ensure the app’s launch agent PATH includes standard system paths plus your pnpm bin (typically `$HOME/Library/pnpm`) so `pnpm`/`clawdbot` binaries resolve when invoked via `clawdbot-mac`.
 - For manual `clawdbot message send` messages that include `!`, use the heredoc pattern noted below to avoid the Bash tool’s escaping.
 
+## NPM + 1Password (publish/verify)
+- Use the 1password skill; all `op` commands must run inside a fresh tmux session.
+- Sign in: `eval "$(op signin --account my.1password.com)"` (app unlocked + integration on).
+- OTP: `op read 'op://Private/Npmjs/one-time password?attribute=otp'`.
+- Publish: `npm publish --access public --otp="<otp>"` (run from the package dir).
+- Verify without local npmrc side effects: `npm view <pkg> version --userconfig "$(mktemp)"`.
+- Kill the tmux session after publish.
+
 ## Exclamation Mark Escaping Workaround
 The Claude Code Bash tool escapes `!` to `\\!` in command arguments. When using `clawdbot message send` with messages containing exclamation marks, use heredoc syntax:
 

CHANGELOG.md

@@ -2,41 +2,71 @@
 
 ## 2026.1.15 (unreleased)
 
+### Highlights
+- Plugins: add provider auth registry + `clawdbot models auth login` for plugin-driven OAuth/API key flows.
+- Browser: improve remote CDP/Browserless support (auth passthrough, `wss` upgrade, timeouts, clearer errors).
+- Heartbeat: per-agent configuration + 24h duplicate suppression. (#980) — thanks @voidserf.
+- Security: audit warns on weak model tiers; app nodes store auth tokens encrypted (Keychain/SecurePrefs).
+
+### Breaking
+- **BREAKING:** iOS minimum version is now 18.0 to support Textual markdown rendering in native chat. (#702)
 - **BREAKING:** Microsoft Teams is now a plugin; install `@clawdbot/msteams` via `clawdbot plugins install @clawdbot/msteams`.
+
+### Changes
 - CLI: set process titles to `clawdbot-<command>` for clearer process listings.
+- CLI/macOS: sync remote SSH target/identity to config and let `gateway status` auto-infer SSH targets (ssh-config aware).
 - Heartbeat: tighten prompt guidance + suppress duplicate alerts for 24h. (#980) — thanks @voidserf.
+- Repo: ignore local identity files to avoid accidental commits. (#1001) — thanks @gerardward2007.
 - Sessions/Security: add `session.dmScope` for multi-user DM isolation and audit warnings. (#948) — thanks @Alphonse-arianee.
 - Plugins: add provider auth registry + `clawdbot models auth login` for plugin-driven OAuth/API key flows.
 - Onboarding: switch channels setup to a single-select loop with per-channel actions and disabled hints in the picker.
 - TUI: show provider/model labels for the active session and default model.
 - Heartbeat: add per-agent heartbeat configuration and multi-agent docs example.
-- Fix: list model picker entries as provider/model pairs for explicit selection. (#970) — thanks @mcinteerj.
-- Fix: persist `gateway.mode=local` after selecting Local run mode in `clawdbot configure`, even if no other sections are chosen.
-- Daemon: fix profile-aware service label resolution (env-driven) and add coverage for launchd/systemd/schtasks. (#969) — thanks @bjesuiter.
+- UI: show gateway auth guidance + doc link on unauthorized Control UI connections.
+- Security: warn on weak model tiers (Haiku, below GPT-5, below Claude 4.5) in `clawdbot security audit`.
+- Apps: store node auth tokens encrypted (Keychain/SecurePrefs).
 - Daemon: share profile/state-dir resolution across service helpers and honor `CLAWDBOT_STATE_DIR` for Windows task scripts.
 - Docs: clarify multi-gateway rescue bot guidance. (#969) — thanks @bjesuiter.
 - Agents: add Current Date & Time system prompt section with configurable time format (auto/12/24).
-- Agents: avoid false positives when logging unsupported Google tool schema keywords.
-- Status: restore usage summary line for current provider when no OAuth profiles exist.
 - Tools: normalize Slack/Discord message timestamps with `timestampMs`/`timestampUtc` while keeping raw provider fields.
+- macOS: add `system.which` for prompt-free remote skill discovery (with gateway fallback to `system.run`).
 - Docs: add Date & Time guide and update prompt/timezone configuration docs.
 - Messages: debounce rapid inbound messages across channels with per-connector overrides. (#971) — thanks @juanpablodlc.
 - Messages: allow media-only sends (CLI/tool) and show Telegram voice recording status for voice notes. (#957) — thanks @rdev.
 - Auth/Status: keep auth profiles sticky per session (rotate on compaction/new), surface provider usage headers in `/status` and `clawdbot models status`, and update docs.
-- Fix: guard model fallback against undefined provider/model values. (#954) — thanks @roshanasingh4.
-- Fix: refactor session store updates, add chat.inject, and harden subagent cleanup flow. (#944) — thanks @tyler6204.
-- Fix: clean up suspended CLI processes across backends. (#978) — thanks @Nachx639.
+- CLI: add `--json` output for `clawdbot daemon` lifecycle/install commands.
 - Memory: make `node-llama-cpp` an optional dependency (avoid Node 25 install failures) and improve local-embeddings fallback/errors.
 - Browser: add `snapshot refs=aria` (Playwright aria-ref ids) for self-resolving refs across `snapshot` → `act`.
 - Browser: `profile="chrome"` now defaults to host control and returns clearer “attach a tab” errors.
-- Browser: extension mode recovers when only one tab is attached (stale targetId fallback).
 - Browser: prefer stable Chrome for auto-detect, with Brave/Edge fallbacks and updated docs. (#983) — thanks @cpojer.
-- Browser: fix `tab not found` for extension relay snapshots/actions when Playwright blocks `newCDPSession` (use the single available Page).
+- Browser: increase remote CDP reachability timeouts + add `remoteCdpTimeoutMs`/`remoteCdpHandshakeTimeoutMs`.
+- Browser: preserve auth/query tokens for remote CDP endpoints and pass Basic auth for CDP HTTP/WS. (#895) — thanks @mukhtharcm.
 - Telegram: add bidirectional reaction support with configurable notifications and agent guidance. (#964) — thanks @bohdanpodvirnyi.
-- Telegram: skip `message_thread_id=1` for General topic sends while keeping typing indicators. (#848) — thanks @azade-c.
+- Telegram: allow custom commands in the bot menu (merged with native; conflicts ignored). (#860) — thanks @nachoiacovino.
 - Discord: allow allowlisted guilds without channel lists to receive messages when `groupPolicy="allowlist"`. — thanks @thewilloftheshadow.
+- Discord: allow emoji/sticker uploads + channel actions in config defaults. (#870) — thanks @JDIVE.
+
+### Fixes
+- Fix: list model picker entries as provider/model pairs for explicit selection. (#970) — thanks @mcinteerj.
+- Fix: align OpenAI image-gen defaults with DALL-E 3 standard quality and document output formats. (#880) — thanks @mkbehr.
+- Fix: persist `gateway.mode=local` after selecting Local run mode in `clawdbot configure`, even if no other sections are chosen.
+- Daemon: fix profile-aware service label resolution (env-driven) and add coverage for launchd/systemd/schtasks. (#969) — thanks @bjesuiter.
+- Agents: avoid false positives when logging unsupported Google tool schema keywords.
+- Agents: skip Gemini history downgrades for google-antigravity to preserve tool calls. (#894) — thanks @mukhtharcm.
+- Status: restore usage summary line for current provider when no OAuth profiles exist.
+- Fix: guard model fallback against undefined provider/model values. (#954) — thanks @roshanasingh4.
+- Fix: refactor session store updates, add chat.inject, and harden subagent cleanup flow. (#944) — thanks @tyler6204.
+- Fix: clean up suspended CLI processes across backends. (#978) — thanks @Nachx639.
+- Fix: support MiniMax coding plan usage responses with `model_remains`/`current_interval_*` payloads.
+- Fix: suppress WhatsApp pairing replies for historical catch-up DMs on initial link. (#904)
+- Browser: extension mode recovers when only one tab is attached (stale targetId fallback).
+- Browser: fix `tab not found` for extension relay snapshots/actions when Playwright blocks `newCDPSession` (use the single available Page).
+- Browser: upgrade `ws` → `wss` when remote CDP uses `https` (fixes Browserless handshake).
+- Telegram: skip `message_thread_id=1` for General topic sends while keeping typing indicators. (#848) — thanks @azade-c.
 - Fix: sanitize user-facing error text + strip `<final>` tags across reply pipelines. (#975) — thanks @ThomsenDrake.
 - Fix: normalize pairing CLI aliases, allow extension channels, and harden Zalo webhook payload parsing. (#991) — thanks @longmaba.
+- Fix: allow local Tailscale Serve hostnames without treating tailnet clients as direct. (#885) — thanks @oswalpalash.
+- Fix: reset sessions after role-ordering conflicts to recover from consecutive user turns. (#998)
 
 ## 2026.1.14-1
 
@@ -138,6 +168,7 @@
 ### Fixes
 - Packaging: include `dist/memory/**` in the npm tarball (fixes `ERR_MODULE_NOT_FOUND` for `dist/memory/index.js`).
 - Agents: persist sub-agent registry across gateway restarts and resume announce flow safely. (#831) — thanks @roshanasingh4.
+- Agents: strip invalid Gemini thought signatures from OpenRouter history to avoid 400s. (#841, #845) — thanks @MatthieuBizien.
 
 ## 2026.1.12-1
 

apps/android/app/build.gradle.kts

@@ -119,7 +119,7 @@ dependencies {
   testImplementation("io.kotest:kotest-runner-junit5-jvm:6.0.7")
   testImplementation("io.kotest:kotest-assertions-core-jvm:6.0.7")
   testImplementation("org.robolectric:robolectric:4.16")
-  testRuntimeOnly("org.junit.vintage:junit-vintage-engine:6.0.1")
+  testRuntimeOnly("org.junit.vintage:junit-vintage-engine:6.0.2")
 }
 
 tasks.withType<Test>().configureEach {

apps/android/app/src/main/java/com/clawdbot/android/NodeRuntime.kt

@@ -16,6 +16,7 @@ import com.clawdbot.android.bridge.BridgeDiscovery
 import com.clawdbot.android.bridge.BridgeEndpoint
 import com.clawdbot.android.bridge.BridgePairingClient
 import com.clawdbot.android.bridge.BridgeSession
+import com.clawdbot.android.bridge.BridgeTlsParams
 import com.clawdbot.android.node.CameraCaptureManager
 import com.clawdbot.android.node.LocationCaptureManager
 import com.clawdbot.android.BuildConfig
@@ -160,6 +161,9 @@ class NodeRuntime(context: Context) {
       onInvoke = { req ->
         handleInvoke(req.command, req.paramsJson)
       },
+      onTlsFingerprint = { stableId, fingerprint ->
+        prefs.saveBridgeTlsFingerprint(stableId, fingerprint)
+      },
     )
 
   private val chat = ChatController(scope = scope, session = session, json = json)
@@ -488,12 +492,17 @@ class NodeRuntime(context: Context) {
     scope.launch {
       _statusText.value = "Connecting…"
       val storedToken = prefs.loadBridgeToken()
+      val tls = resolveTlsParams(endpoint)
       val resolved =
         if (storedToken.isNullOrBlank()) {
           _statusText.value = "Pairing…"
           BridgePairingClient().pairAndHello(
             endpoint = endpoint,
             hello = buildPairingHello(token = null),
+            tls = tls,
+            onTlsFingerprint = { fingerprint ->
+              prefs.saveBridgeTlsFingerprint(endpoint.stableId, fingerprint)
+            },
           )
         } else {
           BridgePairingClient.PairResult(ok = true, token = storedToken.trim())
@@ -510,6 +519,7 @@ class NodeRuntime(context: Context) {
       session.connect(
         endpoint = endpoint,
         hello = buildSessionHello(token = authToken),
+        tls = tls,
       )
     }
   }
@@ -556,6 +566,41 @@ class NodeRuntime(context: Context) {
     session.disconnect()
   }
 
+  private fun resolveTlsParams(endpoint: BridgeEndpoint): BridgeTlsParams? {
+    val stored = prefs.loadBridgeTlsFingerprint(endpoint.stableId)
+    val hinted = endpoint.tlsEnabled || !endpoint.tlsFingerprintSha256.isNullOrBlank()
+    val manual = endpoint.stableId.startsWith("manual|")
+
+    if (hinted) {
+      return BridgeTlsParams(
+        required = true,
+        expectedFingerprint = endpoint.tlsFingerprintSha256 ?: stored,
+        allowTOFU = stored == null,
+        stableId = endpoint.stableId,
+      )
+    }
+
+    if (!stored.isNullOrBlank()) {
+      return BridgeTlsParams(
+        required = true,
+        expectedFingerprint = stored,
+        allowTOFU = false,
+        stableId = endpoint.stableId,
+      )
+    }
+
+    if (manual) {
+      return BridgeTlsParams(
+        required = false,
+        expectedFingerprint = null,
+        allowTOFU = true,
+        stableId = endpoint.stableId,
+      )
+    }
+
+    return null
+  }
+
   fun handleCanvasA2UIActionFromWebView(payloadJson: String) {
     scope.launch {
       val trimmed = payloadJson.trim()

apps/android/app/src/main/java/com/clawdbot/android/SecurePrefs.kt

@@ -147,6 +147,16 @@ class SecurePrefs(context: Context) {
     prefs.edit { putString(key, token.trim()) }
   }
 
+  fun loadBridgeTlsFingerprint(stableId: String): String? {
+    val key = "bridge.tls.$stableId"
+    return prefs.getString(key, null)?.trim()?.takeIf { it.isNotEmpty() }
+  }
+
+  fun saveBridgeTlsFingerprint(stableId: String, fingerprint: String) {
+    val key = "bridge.tls.$stableId"
+    prefs.edit { putString(key, fingerprint.trim()) }
+  }
+
   private fun loadOrCreateInstanceId(): String {
     val existing = prefs.getString("node.instanceId", null)?.trim()
     if (!existing.isNullOrBlank()) return existing

apps/android/app/src/main/java/com/clawdbot/android/bridge/BridgeDiscovery.kt

@@ -143,6 +143,8 @@ class BridgeDiscovery(
         val gatewayPort = txtInt(resolved, "gatewayPort")
         val bridgePort = txtInt(resolved, "bridgePort")
         val canvasPort = txtInt(resolved, "canvasPort")
+        val tlsEnabled = txtBool(resolved, "bridgeTls")
+        val tlsFingerprint = txt(resolved, "bridgeTlsSha256")
         val id = stableId(serviceName, "local.")
         localById[id] =
           BridgeEndpoint(
@@ -155,6 +157,8 @@ class BridgeDiscovery(
             gatewayPort = gatewayPort,
             bridgePort = bridgePort,
             canvasPort = canvasPort,
+            tlsEnabled = tlsEnabled,
+            tlsFingerprintSha256 = tlsFingerprint,
           )
         publish()
       }
@@ -209,6 +213,11 @@ class BridgeDiscovery(
     return txt(info, key)?.toIntOrNull()
   }
 
+  private fun txtBool(info: NsdServiceInfo, key: String): Boolean {
+    val raw = txt(info, key)?.trim()?.lowercase() ?: return false
+    return raw == "1" || raw == "true" || raw == "yes"
+  }
+
   private suspend fun refreshUnicast(domain: String) {
     val ptrName = "${serviceType}${domain}"
     val ptrMsg = lookupUnicastMessage(ptrName, Type.PTR) ?: return
@@ -252,6 +261,8 @@ class BridgeDiscovery(
       val gatewayPort = txtIntValue(txt, "gatewayPort")
       val bridgePort = txtIntValue(txt, "bridgePort")
       val canvasPort = txtIntValue(txt, "canvasPort")
+      val tlsEnabled = txtBoolValue(txt, "bridgeTls")
+      val tlsFingerprint = txtValue(txt, "bridgeTlsSha256")
       val id = stableId(instanceName, domain)
       next[id] =
         BridgeEndpoint(
@@ -264,6 +275,8 @@ class BridgeDiscovery(
           gatewayPort = gatewayPort,
           bridgePort = bridgePort,
           canvasPort = canvasPort,
+          tlsEnabled = tlsEnabled,
+          tlsFingerprintSha256 = tlsFingerprint,
         )
     }
 
@@ -474,6 +487,11 @@ class BridgeDiscovery(
     return txtValue(records, key)?.toIntOrNull()
   }
 
+  private fun txtBoolValue(records: List<TXTRecord>, key: String): Boolean {
+    val raw = txtValue(records, key)?.trim()?.lowercase() ?: return false
+    return raw == "1" || raw == "true" || raw == "yes"
+  }
+
   private fun decodeDnsTxtString(raw: String): String {
     // dnsjava treats TXT as opaque bytes and decodes as ISO-8859-1 to preserve bytes.
     // Our TXT payload is UTF-8 (written by the gateway), so re-decode when possible.

apps/android/app/src/main/java/com/clawdbot/android/bridge/BridgeEndpoint.kt

@@ -10,6 +10,8 @@ data class BridgeEndpoint(
   val gatewayPort: Int? = null,
   val bridgePort: Int? = null,
   val canvasPort: Int? = null,
+  val tlsEnabled: Boolean = false,
+  val tlsFingerprintSha256: String? = null,
 ) {
   companion object {
     fun manual(host: String, port: Int): BridgeEndpoint =
@@ -18,6 +20,8 @@ data class BridgeEndpoint(
         name = "$host:$port",
         host = host,
         port = port,
+        tlsEnabled = false,
+        tlsFingerprintSha256 = null,
       )
   }
 }

apps/android/app/src/main/java/com/clawdbot/android/bridge/BridgePairingClient.kt

@@ -14,7 +14,6 @@ import java.io.BufferedWriter
 import java.io.InputStreamReader
 import java.io.OutputStreamWriter
 import java.net.InetSocketAddress
-import java.net.Socket
 
 class BridgePairingClient {
   private val json = Json { ignoreUnknownKeys = true }
@@ -33,95 +32,120 @@ class BridgePairingClient {
 
   data class PairResult(val ok: Boolean, val token: String?, val error: String? = null)
 
-  suspend fun pairAndHello(endpoint: BridgeEndpoint, hello: Hello): PairResult =
+  suspend fun pairAndHello(
+    endpoint: BridgeEndpoint,
+    hello: Hello,
+    tls: BridgeTlsParams? = null,
+    onTlsFingerprint: ((String) -> Unit)? = null,
+  ): PairResult =
     withContext(Dispatchers.IO) {
-      val socket = Socket()
-      socket.tcpNoDelay = true
-      try {
-        socket.connect(InetSocketAddress(endpoint.host, endpoint.port), 8_000)
-        socket.soTimeout = 60_000
-
-        val reader = BufferedReader(InputStreamReader(socket.getInputStream(), Charsets.UTF_8))
-        val writer = BufferedWriter(OutputStreamWriter(socket.getOutputStream(), Charsets.UTF_8))
-
-        fun send(line: String) {
-          writer.write(line)
-          writer.write("\n")
-          writer.flush()
-        }
-
-        fun sendJson(obj: JsonObject) = send(obj.toString())
-
-        sendJson(
-          buildJsonObject {
-            put("type", JsonPrimitive("hello"))
-            put("nodeId", JsonPrimitive(hello.nodeId))
-            hello.displayName?.let { put("displayName", JsonPrimitive(it)) }
-            hello.token?.let { put("token", JsonPrimitive(it)) }
-            hello.platform?.let { put("platform", JsonPrimitive(it)) }
-            hello.version?.let { put("version", JsonPrimitive(it)) }
-            hello.deviceFamily?.let { put("deviceFamily", JsonPrimitive(it)) }
-            hello.modelIdentifier?.let { put("modelIdentifier", JsonPrimitive(it)) }
-            hello.caps?.let { put("caps", JsonArray(it.map(::JsonPrimitive))) }
-            hello.commands?.let { put("commands", JsonArray(it.map(::JsonPrimitive))) }
-          },
-        )
-
-        val firstObj = json.parseToJsonElement(reader.readLine()).asObjectOrNull()
-          ?: return@withContext PairResult(ok = false, token = null, error = "unexpected bridge response")
-        when (firstObj["type"].asStringOrNull()) {
-          "hello-ok" -> PairResult(ok = true, token = hello.token)
-          "error" -> {
-            val code = firstObj["code"].asStringOrNull() ?: "UNAVAILABLE"
-            val message = firstObj["message"].asStringOrNull() ?: "pairing required"
-            if (code != "NOT_PAIRED" && code != "UNAUTHORIZED") {
-              return@withContext PairResult(ok = false, token = null, error = "$code: $message")
-            }
-
-            sendJson(
-              buildJsonObject {
-                put("type", JsonPrimitive("pair-request"))
-                put("nodeId", JsonPrimitive(hello.nodeId))
-                hello.displayName?.let { put("displayName", JsonPrimitive(it)) }
-                hello.platform?.let { put("platform", JsonPrimitive(it)) }
-                hello.version?.let { put("version", JsonPrimitive(it)) }
-                hello.deviceFamily?.let { put("deviceFamily", JsonPrimitive(it)) }
-                hello.modelIdentifier?.let { put("modelIdentifier", JsonPrimitive(it)) }
-                hello.caps?.let { put("caps", JsonArray(it.map(::JsonPrimitive))) }
-                hello.commands?.let { put("commands", JsonArray(it.map(::JsonPrimitive))) }
-              },
-            )
-
-            while (true) {
-              val nextLine = reader.readLine() ?: break
-              val next = json.parseToJsonElement(nextLine).asObjectOrNull() ?: continue
-              when (next["type"].asStringOrNull()) {
-                "pair-ok" -> {
-                  val token = next["token"].asStringOrNull()
-                  return@withContext PairResult(ok = !token.isNullOrBlank(), token = token)
-                }
-                "error" -> {
-                  val c = next["code"].asStringOrNull() ?: "UNAVAILABLE"
-                  val m = next["message"].asStringOrNull() ?: "pairing failed"
-                  return@withContext PairResult(ok = false, token = null, error = "$c: $m")
-                }
-              }
-            }
-            PairResult(ok = false, token = null, error = "pairing failed")
-          }
-          else -> PairResult(ok = false, token = null, error = "unexpected bridge response")
-        }
-      } catch (e: Exception) {
-        val message = e.message?.trim().orEmpty().ifEmpty { "gateway unreachable" }
-        PairResult(ok = false, token = null, error = message)
-      } finally {
+      if (tls != null) {
         try {
-          socket.close()
-        } catch (_: Throwable) {
-          // ignore
+          return@withContext pairAndHelloWithTls(endpoint, hello, tls, onTlsFingerprint)
+        } catch (e: Exception) {
+          if (tls.required) throw e
         }
       }
+      pairAndHelloWithTls(endpoint, hello, null, null)
     }
+
+  private fun pairAndHelloWithTls(
+    endpoint: BridgeEndpoint,
+    hello: Hello,
+    tls: BridgeTlsParams?,
+    onTlsFingerprint: ((String) -> Unit)?,
+  ): PairResult {
+    val socket =
+      createBridgeSocket(tls) { fingerprint ->
+        onTlsFingerprint?.invoke(fingerprint)
+      }
+    socket.tcpNoDelay = true
+    try {
+      socket.connect(InetSocketAddress(endpoint.host, endpoint.port), 8_000)
+      socket.soTimeout = 60_000
+      startTlsHandshakeIfNeeded(socket)
+
+      val reader = BufferedReader(InputStreamReader(socket.getInputStream(), Charsets.UTF_8))
+      val writer = BufferedWriter(OutputStreamWriter(socket.getOutputStream(), Charsets.UTF_8))
+
+      fun send(line: String) {
+        writer.write(line)
+        writer.write("\n")
+        writer.flush()
+      }
+
+      fun sendJson(obj: JsonObject) = send(obj.toString())
+
+      sendJson(
+        buildJsonObject {
+          put("type", JsonPrimitive("hello"))
+          put("nodeId", JsonPrimitive(hello.nodeId))
+          hello.displayName?.let { put("displayName", JsonPrimitive(it)) }
+          hello.token?.let { put("token", JsonPrimitive(it)) }
+          hello.platform?.let { put("platform", JsonPrimitive(it)) }
+          hello.version?.let { put("version", JsonPrimitive(it)) }
+          hello.deviceFamily?.let { put("deviceFamily", JsonPrimitive(it)) }
+          hello.modelIdentifier?.let { put("modelIdentifier", JsonPrimitive(it)) }
+          hello.caps?.let { put("caps", JsonArray(it.map(::JsonPrimitive))) }
+          hello.commands?.let { put("commands", JsonArray(it.map(::JsonPrimitive))) }
+        },
+      )
+
+      val firstObj = json.parseToJsonElement(reader.readLine()).asObjectOrNull()
+        ?: return PairResult(ok = false, token = null, error = "unexpected bridge response")
+      return when (firstObj["type"].asStringOrNull()) {
+        "hello-ok" -> PairResult(ok = true, token = hello.token)
+        "error" -> {
+          val code = firstObj["code"].asStringOrNull() ?: "UNAVAILABLE"
+          val message = firstObj["message"].asStringOrNull() ?: "pairing required"
+          if (code != "NOT_PAIRED" && code != "UNAUTHORIZED") {
+            return PairResult(ok = false, token = null, error = "$code: $message")
+          }
+
+          sendJson(
+            buildJsonObject {
+              put("type", JsonPrimitive("pair-request"))
+              put("nodeId", JsonPrimitive(hello.nodeId))
+              hello.displayName?.let { put("displayName", JsonPrimitive(it)) }
+              hello.platform?.let { put("platform", JsonPrimitive(it)) }
+              hello.version?.let { put("version", JsonPrimitive(it)) }
+              hello.deviceFamily?.let { put("deviceFamily", JsonPrimitive(it)) }
+              hello.modelIdentifier?.let { put("modelIdentifier", JsonPrimitive(it)) }
+              hello.caps?.let { put("caps", JsonArray(it.map(::JsonPrimitive))) }
+              hello.commands?.let { put("commands", JsonArray(it.map(::JsonPrimitive))) }
+            },
+          )
+
+          while (true) {
+            val nextLine = reader.readLine() ?: break
+            val next = json.parseToJsonElement(nextLine).asObjectOrNull() ?: continue
+            when (next["type"].asStringOrNull()) {
+              "pair-ok" -> {
+                val token = next["token"].asStringOrNull()
+                return PairResult(ok = !token.isNullOrBlank(), token = token)
+              }
+              "error" -> {
+                val c = next["code"].asStringOrNull() ?: "UNAVAILABLE"
+                val m = next["message"].asStringOrNull() ?: "pairing failed"
+                return PairResult(ok = false, token = null, error = "$c: $m")
+              }
+            }
+          }
+          PairResult(ok = false, token = null, error = "pairing failed")
+        }
+        else -> PairResult(ok = false, token = null, error = "unexpected bridge response")
+      }
+    } catch (e: Exception) {
+      val message = e.message?.trim().orEmpty().ifEmpty { "gateway unreachable" }
+      return PairResult(ok = false, token = null, error = message)
+    } finally {
+      try {
+        socket.close()
+      } catch (_: Throwable) {
+        // ignore
+      }
+    }
+  }
 }
 
 private fun JsonElement?.asObjectOrNull(): JsonObject? = this as? JsonObject

apps/android/app/src/main/java/com/clawdbot/android/bridge/BridgeSession.kt

@@ -35,6 +35,7 @@ class BridgeSession(
   private val onDisconnected: (message: String) -> Unit,
   private val onEvent: (event: String, payloadJson: String?) -> Unit,
   private val onInvoke: suspend (InvokeRequest) -> InvokeResult,
+  private val onTlsFingerprint: ((stableId: String, fingerprint: String) -> Unit)? = null,
 ) {
   data class Hello(
     val nodeId: String,
@@ -66,11 +67,17 @@ class BridgeSession(
   @Volatile private var canvasHostUrl: String? = null
   @Volatile private var mainSessionKey: String? = null
 
-  private var desired: Pair<BridgeEndpoint, Hello>? = null
+  private data class DesiredConnection(
+    val endpoint: BridgeEndpoint,
+    val hello: Hello,
+    val tls: BridgeTlsParams?,
+  )
+
+  private var desired: DesiredConnection? = null
   private var job: Job? = null
 
-  fun connect(endpoint: BridgeEndpoint, hello: Hello) {
-    desired = endpoint to hello
+  fun connect(endpoint: BridgeEndpoint, hello: Hello, tls: BridgeTlsParams? = null) {
+    desired = DesiredConnection(endpoint, hello, tls)
     if (job == null) {
       job = scope.launch(Dispatchers.IO) { runLoop() }
     }
@@ -78,7 +85,7 @@ class BridgeSession(
 
   suspend fun updateHello(hello: Hello) {
     val target = desired ?: return
-    desired = target.first to hello
+    desired = target.copy(hello = hello)
     val conn = currentConnection ?: return
     conn.sendJson(buildHelloJson(hello))
   }
@@ -165,10 +172,10 @@ class BridgeSession(
         continue
       }
 
-      val (endpoint, hello) = target
+      val (endpoint, hello, tls) = target
       try {
         onDisconnected(if (attempt == 0) "Connecting…" else "Reconnecting…")
-        connectOnce(endpoint, hello)
+        connectOnce(endpoint, hello, tls)
         attempt = 0
       } catch (err: Throwable) {
         attempt += 1
@@ -192,60 +199,76 @@ class BridgeSession(
     return InvokeResult.error(code = "UNAVAILABLE", message = msg)
   }
 
-  private suspend fun connectOnce(endpoint: BridgeEndpoint, hello: Hello) =
+  private suspend fun connectOnce(endpoint: BridgeEndpoint, hello: Hello, tls: BridgeTlsParams?) =
     withContext(Dispatchers.IO) {
-      val socket = Socket()
-      socket.tcpNoDelay = true
-      socket.connect(InetSocketAddress(endpoint.host, endpoint.port), 8_000)
-      socket.soTimeout = 0
-
-      val reader = BufferedReader(InputStreamReader(socket.getInputStream(), Charsets.UTF_8))
-      val writer = BufferedWriter(OutputStreamWriter(socket.getOutputStream(), Charsets.UTF_8))
-
-      val conn = Connection(socket, reader, writer, writeLock)
-      currentConnection = conn
-
-      try {
-        conn.sendJson(buildHelloJson(hello))
-
-        val firstLine = reader.readLine() ?: throw IllegalStateException("bridge closed connection")
-        val first = json.parseToJsonElement(firstLine).asObjectOrNull()
-          ?: throw IllegalStateException("unexpected bridge response")
-        when (first["type"].asStringOrNull()) {
-          "hello-ok" -> {
-            val name = first["serverName"].asStringOrNull() ?: "Bridge"
-            val rawCanvasUrl = first["canvasHostUrl"].asStringOrNull()?.trim()?.ifEmpty { null }
-            val rawMainSessionKey = first["mainSessionKey"].asStringOrNull()?.trim()?.ifEmpty { null }
-            canvasHostUrl = normalizeCanvasHostUrl(rawCanvasUrl, endpoint)
-            mainSessionKey = rawMainSessionKey
-            if (BuildConfig.DEBUG) {
-              // Local JVM unit tests use android.jar stubs; Log.d can throw "not mocked".
-              runCatching {
-                android.util.Log.d(
-                  "ClawdbotBridge",
-                  "canvasHostUrl resolved=${canvasHostUrl ?: "none"} (raw=${rawCanvasUrl ?: "none"})",
-                )
-              }
-            }
-            onConnected(name, conn.remoteAddress, rawMainSessionKey)
-          }
-          "error" -> {
-            val code = first["code"].asStringOrNull() ?: "UNAVAILABLE"
-            val msg = first["message"].asStringOrNull() ?: "connect failed"
-            throw IllegalStateException("$code: $msg")
-          }
-          else -> throw IllegalStateException("unexpected bridge response")
+      if (tls != null) {
+        try {
+          connectWithSocket(endpoint, hello, tls)
+          return@withContext
+        } catch (err: Throwable) {
+          if (tls.required) throw err
         }
+      }
+      connectWithSocket(endpoint, hello, null)
+    }
 
-        while (scope.isActive) {
-          val line = reader.readLine() ?: break
-          val frame = json.parseToJsonElement(line).asObjectOrNull() ?: continue
-          when (frame["type"].asStringOrNull()) {
-            "event" -> {
-              val event = frame["event"].asStringOrNull() ?: return@withContext
-              val payload = frame["payloadJSON"].asStringOrNull()
-              onEvent(event, payload)
+  private suspend fun connectWithSocket(endpoint: BridgeEndpoint, hello: Hello, tls: BridgeTlsParams?) {
+    val socket =
+      createBridgeSocket(tls) { fingerprint ->
+        onTlsFingerprint?.invoke(tls?.stableId ?: endpoint.stableId, fingerprint)
+      }
+    socket.tcpNoDelay = true
+    socket.connect(InetSocketAddress(endpoint.host, endpoint.port), 8_000)
+    socket.soTimeout = 0
+    startTlsHandshakeIfNeeded(socket)
+
+    val reader = BufferedReader(InputStreamReader(socket.getInputStream(), Charsets.UTF_8))
+    val writer = BufferedWriter(OutputStreamWriter(socket.getOutputStream(), Charsets.UTF_8))
+
+    val conn = Connection(socket, reader, writer, writeLock)
+    currentConnection = conn
+
+    try {
+      conn.sendJson(buildHelloJson(hello))
+
+      val firstLine = reader.readLine() ?: throw IllegalStateException("bridge closed connection")
+      val first = json.parseToJsonElement(firstLine).asObjectOrNull()
+        ?: throw IllegalStateException("unexpected bridge response")
+      when (first["type"].asStringOrNull()) {
+        "hello-ok" -> {
+          val name = first["serverName"].asStringOrNull() ?: "Bridge"
+          val rawCanvasUrl = first["canvasHostUrl"].asStringOrNull()?.trim()?.ifEmpty { null }
+          val rawMainSessionKey = first["mainSessionKey"].asStringOrNull()?.trim()?.ifEmpty { null }
+          canvasHostUrl = normalizeCanvasHostUrl(rawCanvasUrl, endpoint)
+          mainSessionKey = rawMainSessionKey
+          if (BuildConfig.DEBUG) {
+            // Local JVM unit tests use android.jar stubs; Log.d can throw "not mocked".
+            runCatching {
+              android.util.Log.d(
+                "ClawdbotBridge",
+                "canvasHostUrl resolved=${canvasHostUrl ?: "none"} (raw=${rawCanvasUrl ?: "none"})",
+              )
             }
+          }
+          onConnected(name, conn.remoteAddress, rawMainSessionKey)
+        }
+        "error" -> {
+          val code = first["code"].asStringOrNull() ?: "UNAVAILABLE"
+          val msg = first["message"].asStringOrNull() ?: "connect failed"
+          throw IllegalStateException("$code: $msg")
+        }
+        else -> throw IllegalStateException("unexpected bridge response")
+      }
+
+      while (scope.isActive) {
+        val line = reader.readLine() ?: break
+        val frame = json.parseToJsonElement(line).asObjectOrNull() ?: continue
+        when (frame["type"].asStringOrNull()) {
+          "event" -> {
+            val event = frame["event"].asStringOrNull() ?: continue
+            val payload = frame["payloadJSON"].asStringOrNull()
+            onEvent(event, payload)
+          }
             "ping" -> {
               val id = frame["id"].asStringOrNull() ?: ""
               conn.sendJson(buildJsonObject { put("type", JsonPrimitive("pong")); put("id", JsonPrimitive(id)) })
@@ -291,20 +314,20 @@ class BridgeSession(
                 },
               )
             }
-            "invoke-res" -> {
-              // gateway->node only (ignore)
-            }
+          "invoke-res" -> {
+            // gateway->node only (ignore)
           }
         }
-      } finally {
-        currentConnection = null
-        for ((_, waiter) in pending) {
-          waiter.cancel()
-        }
-        pending.clear()
-        conn.closeQuietly()
       }
+    } finally {
+      currentConnection = null
+      for ((_, waiter) in pending) {
+        waiter.cancel()
+      }
+      pending.clear()
+      conn.closeQuietly()
     }
+  }
 
   private fun buildHelloJson(hello: Hello): JsonObject =
     buildJsonObject {

apps/android/app/src/main/java/com/clawdbot/android/bridge/BridgeTls.kt

@@ -0,0 +1,81 @@
+package com.clawdbot.android.bridge
+
+import android.annotation.SuppressLint
+import java.net.Socket
+import java.security.MessageDigest
+import java.security.SecureRandom
+import java.security.cert.CertificateException
+import java.security.cert.X509Certificate
+import javax.net.ssl.SSLContext
+import javax.net.ssl.SSLSocket
+import javax.net.ssl.TrustManagerFactory
+import javax.net.ssl.X509TrustManager
+
+data class BridgeTlsParams(
+  val required: Boolean,
+  val expectedFingerprint: String?,
+  val allowTOFU: Boolean,
+  val stableId: String,
+)
+
+fun createBridgeSocket(params: BridgeTlsParams?, onStore: ((String) -> Unit)? = null): Socket {
+  if (params == null) return Socket()
+  val expected = params.expectedFingerprint?.let(::normalizeFingerprint)
+  val defaultTrust = defaultTrustManager()
+  @SuppressLint("CustomX509TrustManager")
+  val trustManager =
+    object : X509TrustManager {
+      override fun checkClientTrusted(chain: Array<X509Certificate>, authType: String) {
+        defaultTrust.checkClientTrusted(chain, authType)
+      }
+
+      override fun checkServerTrusted(chain: Array<X509Certificate>, authType: String) {
+        if (chain.isEmpty()) throw CertificateException("empty certificate chain")
+        val fingerprint = sha256Hex(chain[0].encoded)
+        if (expected != null) {
+          if (fingerprint != expected) {
+            throw CertificateException("bridge TLS fingerprint mismatch")
+          }
+          return
+        }
+        if (params.allowTOFU) {
+          onStore?.invoke(fingerprint)
+          return
+        }
+        defaultTrust.checkServerTrusted(chain, authType)
+      }
+
+      override fun getAcceptedIssuers(): Array<X509Certificate> = defaultTrust.acceptedIssuers
+    }
+
+  val context = SSLContext.getInstance("TLS")
+  context.init(null, arrayOf(trustManager), SecureRandom())
+  return context.socketFactory.createSocket()
+}
+
+fun startTlsHandshakeIfNeeded(socket: Socket) {
+  if (socket is SSLSocket) {
+    socket.startHandshake()
+  }
+}
+
+private fun defaultTrustManager(): X509TrustManager {
+  val factory = TrustManagerFactory.getInstance(TrustManagerFactory.getDefaultAlgorithm())
+  factory.init(null as java.security.KeyStore?)
+  val trust =
+    factory.trustManagers.firstOrNull { it is X509TrustManager } as? X509TrustManager
+  return trust ?: throw IllegalStateException("No default X509TrustManager found")
+}
+
+private fun sha256Hex(data: ByteArray): String {
+  val digest = MessageDigest.getInstance("SHA-256").digest(data)
+  val out = StringBuilder(digest.size * 2)
+  for (byte in digest) {
+    out.append(String.format("%02x", byte))
+  }
+  return out.toString()
+}
+
+private fun normalizeFingerprint(raw: String): String {
+  return raw.lowercase().filter { it in '0'..'9' || it in 'a'..'f' }
+}

apps/ios/Sources/Bridge/BridgeClient.swift

@@ -10,10 +10,36 @@ actor BridgeClient {
     func pairAndHello(
         endpoint: NWEndpoint,
         hello: BridgeHello,
+        tls: BridgeTLSParams? = nil,
+        onStatus: (@Sendable (String) -> Void)? = nil) async throws -> String
+    {
+        do {
+            return try await self.pairAndHelloOnce(
+                endpoint: endpoint,
+                hello: hello,
+                tls: tls,
+                onStatus: onStatus)
+        } catch {
+            if let tls, !tls.required {
+                return try await self.pairAndHelloOnce(
+                    endpoint: endpoint,
+                    hello: hello,
+                    tls: nil,
+                    onStatus: onStatus)
+            }
+            throw error
+        }
+    }
+
+    private func pairAndHelloOnce(
+        endpoint: NWEndpoint,
+        hello: BridgeHello,
+        tls: BridgeTLSParams?,
         onStatus: (@Sendable (String) -> Void)? = nil) async throws -> String
     {
         self.lineBuffer = Data()
-        let connection = NWConnection(to: endpoint, using: .tcp)
+        let params = self.makeParameters(tls: tls)
+        let connection = NWConnection(to: endpoint, using: params)
         let queue = DispatchQueue(label: "com.clawdbot.ios.bridge-client")
         defer { connection.cancel() }
         try await self.withTimeout(seconds: 8, purpose: "connect") {
@@ -142,6 +168,18 @@ actor BridgeClient {
         }
     }
 
+    private func makeParameters(tls: BridgeTLSParams?) -> NWParameters {
+        if let tlsOptions = makeBridgeTLSOptions(tls) {
+            let tcpOptions = NWProtocolTCP.Options()
+            let params = NWParameters(tls: tlsOptions, tcp: tcpOptions)
+            params.includePeerToPeer = true
+            return params
+        }
+        let params = NWParameters.tcp
+        params.includePeerToPeer = true
+        return params
+    }
+
     private struct TimeoutError: LocalizedError, Sendable {
         var purpose: String
         var seconds: Int

apps/ios/Sources/Bridge/BridgeConnectionController.swift

@@ -10,6 +10,7 @@ protocol BridgePairingClient: Sendable {
     func pairAndHello(
         endpoint: NWEndpoint,
         hello: BridgeHello,
+        tls: BridgeTLSParams?,
         onStatus: (@Sendable (String) -> Void)?) async throws -> String
 }
 
@@ -115,9 +116,12 @@ final class BridgeConnectionController {
 
             self.didAutoConnect = true
             let endpoint = NWEndpoint.hostPort(host: NWEndpoint.Host(manualHost), port: port)
+            let stableID = BridgeEndpointID.stableID(endpoint)
+            let tlsParams = self.resolveManualTLSParams(stableID: stableID)
             self.startAutoConnect(
                 endpoint: endpoint,
-                bridgeStableID: BridgeEndpointID.stableID(endpoint),
+                bridgeStableID: stableID,
+                tls: tlsParams,
                 token: token,
                 instanceId: instanceId)
             return
@@ -135,10 +139,12 @@ final class BridgeConnectionController {
 
         guard let target = self.bridges.first(where: { $0.stableID == targetStableID }) else { return }
 
+        let tlsParams = self.resolveDiscoveredTLSParams(bridge: target)
         self.didAutoConnect = true
         self.startAutoConnect(
             endpoint: target.endpoint,
             bridgeStableID: target.stableID,
+            tls: tlsParams,
             token: token,
             instanceId: instanceId)
     }
@@ -182,6 +188,7 @@ final class BridgeConnectionController {
     private func startAutoConnect(
         endpoint: NWEndpoint,
         bridgeStableID: String,
+        tls: BridgeTLSParams?,
         token: String,
         instanceId: String)
     {
@@ -193,6 +200,7 @@ final class BridgeConnectionController {
                 let refreshed = try await self.bridgeClientFactory().pairAndHello(
                     endpoint: endpoint,
                     hello: hello,
+                    tls: tls,
                     onStatus: { status in
                         Task { @MainActor in
                             appModel.bridgeStatusText = status
@@ -208,6 +216,7 @@ final class BridgeConnectionController {
                 appModel.connectToBridge(
                     endpoint: endpoint,
                     bridgeStableID: bridgeStableID,
+                    tls: tls,
                     hello: self.makeHello(token: resolvedToken))
             } catch {
                 await MainActor.run {
@@ -217,6 +226,47 @@ final class BridgeConnectionController {
         }
     }
 
+    private func resolveDiscoveredTLSParams(
+        bridge: BridgeDiscoveryModel.DiscoveredBridge) -> BridgeTLSParams?
+    {
+        let stableID = bridge.stableID
+        let stored = BridgeTLSStore.loadFingerprint(stableID: stableID)
+
+        if bridge.tlsEnabled || bridge.tlsFingerprintSha256 != nil {
+            return BridgeTLSParams(
+                required: true,
+                expectedFingerprint: bridge.tlsFingerprintSha256 ?? stored,
+                allowTOFU: stored == nil,
+                storeKey: stableID)
+        }
+
+        if let stored {
+            return BridgeTLSParams(
+                required: true,
+                expectedFingerprint: stored,
+                allowTOFU: false,
+                storeKey: stableID)
+        }
+
+        return nil
+    }
+
+    private func resolveManualTLSParams(stableID: String) -> BridgeTLSParams? {
+        if let stored = BridgeTLSStore.loadFingerprint(stableID: stableID) {
+            return BridgeTLSParams(
+                required: true,
+                expectedFingerprint: stored,
+                allowTOFU: false,
+                storeKey: stableID)
+        }
+
+        return BridgeTLSParams(
+            required: false,
+            expectedFingerprint: nil,
+            allowTOFU: true,
+            storeKey: stableID)
+    }
+
     private func resolvedDisplayName(defaults: UserDefaults) -> String {
         let key = "node.displayName"
         let existing = defaults.string(forKey: key)?.trimmingCharacters(in: .whitespacesAndNewlines) ?? ""

apps/ios/Sources/Bridge/BridgeDiscoveryModel.swift

@@ -23,6 +23,8 @@ final class BridgeDiscoveryModel {
         var gatewayPort: Int?
         var bridgePort: Int?
         var canvasPort: Int?
+        var tlsEnabled: Bool
+        var tlsFingerprintSha256: String?
         var cliPath: String?
     }
 
@@ -90,6 +92,8 @@ final class BridgeDiscoveryModel {
                                 gatewayPort: Self.txtIntValue(txt, key: "gatewayPort"),
                                 bridgePort: Self.txtIntValue(txt, key: "bridgePort"),
                                 canvasPort: Self.txtIntValue(txt, key: "canvasPort"),
+                                tlsEnabled: Self.txtBoolValue(txt, key: "bridgeTls"),
+                                tlsFingerprintSha256: Self.txtValue(txt, key: "bridgeTlsSha256"),
                                 cliPath: Self.txtValue(txt, key: "cliPath"))
                         default:
                             return nil
@@ -214,4 +218,9 @@ final class BridgeDiscoveryModel {
         guard let raw = self.txtValue(dict, key: key) else { return nil }
         return Int(raw)
     }
+
+    private static func txtBoolValue(_ dict: [String: String], key: String) -> Bool {
+        guard let raw = self.txtValue(dict, key: key)?.lowercased() else { return false }
+        return raw == "1" || raw == "true" || raw == "yes"
+    }
 }

apps/ios/Sources/Bridge/BridgeSession.swift

@@ -69,15 +69,42 @@ actor BridgeSession {
     func connect(
         endpoint: NWEndpoint,
         hello: BridgeHello,
+        tls: BridgeTLSParams? = nil,
         onConnected: (@Sendable (String, String?) async -> Void)? = nil,
         onInvoke: @escaping @Sendable (BridgeInvokeRequest) async -> BridgeInvokeResponse)
         async throws
     {
         await self.disconnect()
         self.state = .connecting
+        do {
+            try await self.connectOnce(
+                endpoint: endpoint,
+                hello: hello,
+                tls: tls,
+                onConnected: onConnected,
+                onInvoke: onInvoke)
+        } catch {
+            if let tls, !tls.required {
+                try await self.connectOnce(
+                    endpoint: endpoint,
+                    hello: hello,
+                    tls: nil,
+                    onConnected: onConnected,
+                    onInvoke: onInvoke)
+                return
+            }
+            throw error
+        }
+    }
 
-        let params = NWParameters.tcp
-        params.includePeerToPeer = true
+    private func connectOnce(
+        endpoint: NWEndpoint,
+        hello: BridgeHello,
+        tls: BridgeTLSParams?,
+        onConnected: (@Sendable (String, String?) async -> Void)?,
+        onInvoke: @escaping @Sendable (BridgeInvokeRequest) async -> BridgeInvokeResponse) async throws
+    {
+        let params = self.makeParameters(tls: tls)
         let connection = NWConnection(to: endpoint, using: params)
         let queue = DispatchQueue(label: "com.clawdbot.ios.bridge-session")
         self.connection = connection
@@ -255,6 +282,18 @@ actor BridgeSession {
         }
     }
 
+    private func makeParameters(tls: BridgeTLSParams?) -> NWParameters {
+        if let tlsOptions = makeBridgeTLSOptions(tls) {
+            let tcpOptions = NWProtocolTCP.Options()
+            let params = NWParameters(tls: tlsOptions, tcp: tcpOptions)
+            params.includePeerToPeer = true
+            return params
+        }
+        let params = NWParameters.tcp
+        params.includePeerToPeer = true
+        return params
+    }
+
     private func timeoutRPC(id: String) async {
         guard let cont = self.pendingRPC.removeValue(forKey: id) else { return }
         cont.resume(throwing: NSError(domain: "Bridge", code: 15, userInfo: [

apps/ios/Sources/Bridge/BridgeTLS.swift

@@ -0,0 +1,66 @@
+import CryptoKit
+import Foundation
+import Network
+import Security
+
+struct BridgeTLSParams: Sendable {
+    let required: Bool
+    let expectedFingerprint: String?
+    let allowTOFU: Bool
+    let storeKey: String?
+}
+
+enum BridgeTLSStore {
+    private static let service = "com.clawdbot.bridge.tls"
+
+    static func loadFingerprint(stableID: String) -> String? {
+        KeychainStore.loadString(service: service, account: stableID)?.trimmingCharacters(in: .whitespacesAndNewlines)
+    }
+
+    static func saveFingerprint(_ value: String, stableID: String) {
+        _ = KeychainStore.saveString(value, service: service, account: stableID)
+    }
+}
+
+func makeBridgeTLSOptions(_ params: BridgeTLSParams?) -> NWProtocolTLS.Options? {
+    guard let params else { return nil }
+    let options = NWProtocolTLS.Options()
+    let expected = params.expectedFingerprint.map(normalizeBridgeFingerprint)
+    let allowTOFU = params.allowTOFU
+    let storeKey = params.storeKey
+
+    sec_protocol_options_set_verify_block(
+        options.securityProtocolOptions,
+        { _, trust, complete in
+            let trustRef = sec_trust_copy_ref(trust).takeRetainedValue()
+            if let chain = SecTrustCopyCertificateChain(trustRef) as? [SecCertificate],
+               let cert = chain.first
+            {
+                let data = SecCertificateCopyData(cert) as Data
+                let fingerprint = sha256Hex(data)
+                if let expected {
+                    complete(fingerprint == expected)
+                    return
+                }
+                if allowTOFU {
+                    if let storeKey { BridgeTLSStore.saveFingerprint(fingerprint, stableID: storeKey) }
+                    complete(true)
+                    return
+                }
+            }
+            let ok = SecTrustEvaluateWithError(trustRef, nil)
+            complete(ok)
+        },
+        DispatchQueue(label: "com.clawdbot.bridge.tls.verify"))
+
+    return options
+}
+
+private func sha256Hex(_ data: Data) -> String {
+    let digest = SHA256.hash(data: data)
+    return digest.map { String(format: "%02x", $0) }.joined()
+}
+
+private func normalizeBridgeFingerprint(_ raw: String) -> String {
+    raw.lowercased().filter { $0.isHexDigit }
+}

apps/ios/Sources/Camera/CameraController.swift

@@ -190,14 +190,7 @@ actor CameraController {
     }
 
     func listDevices() -> [CameraDeviceInfo] {
-        let types: [AVCaptureDevice.DeviceType] = [
-            .builtInWideAngleCamera,
-        ]
-        let session = AVCaptureDevice.DiscoverySession(
-            deviceTypes: types,
-            mediaType: .video,
-            position: .unspecified)
-        return session.devices.map { device in
+        return Self.discoverVideoDevices().map { device in
             CameraDeviceInfo(
                 id: device.uniqueID,
                 name: device.localizedName,
@@ -232,7 +225,7 @@ actor CameraController {
         deviceId: String?) -> AVCaptureDevice?
     {
         if let deviceId, !deviceId.isEmpty {
-            if let match = AVCaptureDevice.devices(for: .video).first(where: { $0.uniqueID == deviceId }) {
+            if let match = Self.discoverVideoDevices().first(where: { $0.uniqueID == deviceId }) {
                 return match
             }
         }
@@ -252,6 +245,24 @@ actor CameraController {
         }
     }
 
+    private nonisolated static func discoverVideoDevices() -> [AVCaptureDevice] {
+        let types: [AVCaptureDevice.DeviceType] = [
+            .builtInWideAngleCamera,
+            .builtInUltraWideCamera,
+            .builtInTelephotoCamera,
+            .builtInDualCamera,
+            .builtInDualWideCamera,
+            .builtInTripleCamera,
+            .builtInTrueDepthCamera,
+            .builtInLiDARDepthCamera,
+        ]
+        let session = AVCaptureDevice.DiscoverySession(
+            deviceTypes: types,
+            mediaType: .video,
+            position: .unspecified)
+        return session.devices
+    }
+
     nonisolated static func clampQuality(_ quality: Double?) -> Double {
         let q = quality ?? 0.9
         return min(1.0, max(0.05, q))

apps/ios/Sources/Model/NodeAppModel.swift

@@ -205,6 +205,7 @@ final class NodeAppModel {
     func connectToBridge(
         endpoint: NWEndpoint,
         bridgeStableID: String,
+        tls: BridgeTLSParams?,
         hello: BridgeHello)
     {
         self.bridgeTask?.cancel()
@@ -232,6 +233,7 @@ final class NodeAppModel {
                     try await self.bridge.connect(
                         endpoint: endpoint,
                         hello: hello,
+                        tls: tls,
                         onConnected: { [weak self] serverName, mainSessionKey in
                             guard let self else { return }
                             await MainActor.run {

apps/ios/Sources/Screen/ScreenRecordService.swift

@@ -137,9 +137,11 @@ final class ScreenRecordService: @unchecked Sendable {
         recordQueue: DispatchQueue) -> @Sendable (CMSampleBuffer, RPSampleBufferType, Error?) -> Void
     {
         { sample, type, error in
+            let sampleBox = UncheckedSendableBox(value: sample)
             // ReplayKit can call the capture handler on a background queue.
             // Serialize writes to avoid queue asserts.
             recordQueue.async {
+                let sample = sampleBox.value
                 if let error {
                     state.withLock { state in
                         if state.handlerError == nil { state.handlerError = error }

apps/ios/Sources/Settings/SettingsTab.swift

@@ -407,9 +407,11 @@ struct SettingsTab: View {
                 modelIdentifier: self.modelIdentifier(),
                 caps: self.currentCaps(),
                 commands: self.currentCommands())
+            let tlsParams = self.resolveDiscoveredTLSParams(bridge: bridge)
             let token = try await BridgeClient().pairAndHello(
                 endpoint: bridge.endpoint,
                 hello: hello,
+                tls: tlsParams,
                 onStatus: { status in
                     Task { @MainActor in
                         statusStore.text = status
@@ -426,6 +428,7 @@ struct SettingsTab: View {
             self.appModel.connectToBridge(
                 endpoint: bridge.endpoint,
                 bridgeStableID: bridge.stableID,
+                tls: tlsParams,
                 hello: BridgeHello(
                     nodeId: self.instanceId,
                     displayName: self.displayName,
@@ -462,6 +465,8 @@ struct SettingsTab: View {
         defer { self.connectingBridgeID = nil }
 
         let endpoint: NWEndpoint = .hostPort(host: NWEndpoint.Host(host), port: port)
+        let stableID = BridgeEndpointID.stableID(endpoint)
+        let tlsParams = self.resolveManualTLSParams(stableID: stableID)
 
         do {
             let statusStore = self.connectStatus
@@ -485,6 +490,7 @@ struct SettingsTab: View {
             let token = try await BridgeClient().pairAndHello(
                 endpoint: endpoint,
                 hello: hello,
+                tls: tlsParams,
                 onStatus: { status in
                     Task { @MainActor in
                         statusStore.text = status
@@ -500,7 +506,8 @@ struct SettingsTab: View {
 
             self.appModel.connectToBridge(
                 endpoint: endpoint,
-                bridgeStableID: BridgeEndpointID.stableID(endpoint),
+                bridgeStableID: stableID,
+                tls: tlsParams,
                 hello: BridgeHello(
                     nodeId: self.instanceId,
                     displayName: self.displayName,
@@ -517,6 +524,47 @@ struct SettingsTab: View {
         }
     }
 
+    private func resolveDiscoveredTLSParams(
+        bridge: BridgeDiscoveryModel.DiscoveredBridge) -> BridgeTLSParams?
+    {
+        let stableID = bridge.stableID
+        let stored = BridgeTLSStore.loadFingerprint(stableID: stableID)
+
+        if bridge.tlsEnabled || bridge.tlsFingerprintSha256 != nil {
+            return BridgeTLSParams(
+                required: true,
+                expectedFingerprint: bridge.tlsFingerprintSha256 ?? stored,
+                allowTOFU: stored == nil,
+                storeKey: stableID)
+        }
+
+        if let stored {
+            return BridgeTLSParams(
+                required: true,
+                expectedFingerprint: stored,
+                allowTOFU: false,
+                storeKey: stableID)
+        }
+
+        return nil
+    }
+
+    private func resolveManualTLSParams(stableID: String) -> BridgeTLSParams? {
+        if let stored = BridgeTLSStore.loadFingerprint(stableID: stableID) {
+            return BridgeTLSParams(
+                required: true,
+                expectedFingerprint: stored,
+                allowTOFU: false,
+                storeKey: stableID)
+        }
+
+        return BridgeTLSParams(
+            required: false,
+            expectedFingerprint: nil,
+            allowTOFU: true,
+            storeKey: stableID)
+    }
+
     private static func primaryIPv4Address() -> String? {
         var addrList: UnsafeMutablePointer<ifaddrs>?
         guard getifaddrs(&addrList) == 0, let first = addrList else { return nil }

apps/ios/SwiftSources.input.xcfilelist

@@ -26,7 +26,8 @@ Sources/Voice/VoiceTab.swift
 Sources/Voice/VoiceWakeManager.swift
 Sources/Voice/VoiceWakePreferences.swift
 ../shared/ClawdbotKit/Sources/ClawdbotChatUI/ChatComposer.swift
-../shared/ClawdbotKit/Sources/ClawdbotChatUI/ChatMarkdownSplitter.swift
+../shared/ClawdbotKit/Sources/ClawdbotChatUI/ChatMarkdownRenderer.swift
+../shared/ClawdbotKit/Sources/ClawdbotChatUI/ChatMarkdownPreprocessor.swift
 ../shared/ClawdbotKit/Sources/ClawdbotChatUI/ChatMessageViews.swift
 ../shared/ClawdbotKit/Sources/ClawdbotChatUI/ChatModels.swift
 ../shared/ClawdbotKit/Sources/ClawdbotChatUI/ChatPayloadDecoding.swift

apps/ios/Tests/BridgeConnectionControllerTests.swift

@@ -27,6 +27,7 @@ private actor MockBridgePairingClient: BridgePairingClient {
     func pairAndHello(
         endpoint: NWEndpoint,
         hello: BridgeHello,
+        tls: BridgeTLSParams?,
         onStatus: (@Sendable (String) -> Void)?) async throws -> String
     {
         self.lastToken = hello.token
@@ -244,6 +245,8 @@ private func withKeychainValues<T>(
             gatewayPort: 18789,
             bridgePort: 18790,
             canvasPort: 18793,
+            tlsEnabled: false,
+            tlsFingerprintSha256: nil,
             cliPath: nil)
         let mock = MockBridgePairingClient(resultToken: "new-token")
         let account = "bridge-token.ios-test"
@@ -292,6 +295,8 @@ private func withKeychainValues<T>(
             gatewayPort: 18789,
             bridgePort: 18790,
             canvasPort: 18793,
+            tlsEnabled: false,
+            tlsFingerprintSha256: nil,
             cliPath: nil)
         let bridgeB = BridgeDiscoveryModel.DiscoveredBridge(
             name: "Gateway B",
@@ -303,6 +308,8 @@ private func withKeychainValues<T>(
             gatewayPort: 28789,
             bridgePort: 28790,
             canvasPort: 28793,
+            tlsEnabled: false,
+            tlsFingerprintSha256: nil,
             cliPath: nil)
 
         let mock = MockBridgePairingClient(resultToken: "token-ok")

apps/ios/project.yml

@@ -2,7 +2,7 @@ name: Clawdbot
 options:
   bundleIdPrefix: com.clawdbot
   deploymentTarget:
-    iOS: "17.0"
+    iOS: "18.0"
   xcodeVersion: "16.0"
 
 settings:

apps/macos/Package.resolved

@@ -1,5 +1,5 @@
 {
-  "originHash" : "9de32b5fc115432dadd84c3ab4d67d2fed22ffaf5675a77033d69ea194ac3862",
+  "originHash" : "7eec77e2b399c480e76fdfc7dc3162652f5c775530e9fc282953de38ef2de79b",
   "pins" : [
     {
       "identity" : "elevenlabskit",
@@ -73,6 +73,15 @@
         "revision" : "8e5e4a8f3617283b556064574651fc0869943c9a"
       }
     },
+    {
+      "identity" : "swift-concurrency-extras",
+      "kind" : "remoteSourceControl",
+      "location" : "https://github.com/pointfreeco/swift-concurrency-extras",
+      "state" : {
+        "revision" : "5a3825302b1a0d744183200915a47b508c828e6f",
+        "version" : "1.3.2"
+      }
+    },
     {
       "identity" : "swift-configuration",
       "kind" : "remoteSourceControl",
@@ -144,6 +153,24 @@
         "revision" : "395a77f0aa927f0ff73941d7ac35f2b46d47c9db",
         "version" : "1.6.3"
       }
+    },
+    {
+      "identity" : "swiftui-math",
+      "kind" : "remoteSourceControl",
+      "location" : "https://github.com/gonzalezreal/swiftui-math",
+      "state" : {
+        "revision" : "0b5c2cfaaec8d6193db206f675048eeb5ce95f71",
+        "version" : "0.1.0"
+      }
+    },
+    {
+      "identity" : "textual",
+      "kind" : "remoteSourceControl",
+      "location" : "https://github.com/gonzalezreal/textual",
+      "state" : {
+        "revision" : "a03c1e103d88de4ea0dd8320ea1611ec0d4b29b3",
+        "version" : "0.2.0"
+      }
     }
   ],
   "version" : 3

apps/macos/Sources/Clawdbot/AppState.swift

@@ -341,6 +341,15 @@ final class AppState {
         return host
     }
 
+    private static func sanitizeSSHTarget(_ value: String) -> String {
+        let trimmed = value.trimmingCharacters(in: .whitespacesAndNewlines)
+        if trimmed.hasPrefix("ssh ") {
+            return trimmed.replacingOccurrences(of: "ssh ", with: "")
+                .trimmingCharacters(in: .whitespacesAndNewlines)
+        }
+        return trimmed
+    }
+
     private func startConfigWatcher() {
         let configUrl = ClawdbotConfigFile.url()
         self.configWatcher = ConfigFileWatcher(url: configUrl) { [weak self] in
@@ -406,6 +415,7 @@ final class AppState {
 
         let connectionMode = self.connectionMode
         let remoteTarget = self.remoteTarget
+        let remoteIdentity = self.remoteIdentity
         let desiredMode: String? = switch connectionMode {
         case .local:
             "local"
@@ -435,15 +445,46 @@ final class AppState {
                 changed = true
             }
 
-            if connectionMode == .remote, let host = remoteHost {
+            if connectionMode == .remote {
                 var remote = gateway["remote"] as? [String: Any] ?? [:]
-                let existingUrl = (remote["url"] as? String)?.trimmingCharacters(in: .whitespacesAndNewlines) ?? ""
-                let parsedExisting = existingUrl.isEmpty ? nil : URL(string: existingUrl)
-                let scheme = parsedExisting?.scheme?.isEmpty == false ? parsedExisting?.scheme : "ws"
-                let port = parsedExisting?.port ?? 18789
-                let desiredUrl = "\(scheme ?? "ws")://\(host):\(port)"
-                if existingUrl != desiredUrl {
-                    remote["url"] = desiredUrl
+                var remoteChanged = false
+
+                if let host = remoteHost {
+                    let existingUrl = (remote["url"] as? String)?
+                        .trimmingCharacters(in: .whitespacesAndNewlines) ?? ""
+                    let parsedExisting = existingUrl.isEmpty ? nil : URL(string: existingUrl)
+                    let scheme = parsedExisting?.scheme?.isEmpty == false ? parsedExisting?.scheme : "ws"
+                    let port = parsedExisting?.port ?? 18789
+                    let desiredUrl = "\(scheme ?? "ws")://\(host):\(port)"
+                    if existingUrl != desiredUrl {
+                        remote["url"] = desiredUrl
+                        remoteChanged = true
+                    }
+                }
+
+                let sanitizedTarget = Self.sanitizeSSHTarget(remoteTarget)
+                if !sanitizedTarget.isEmpty {
+                    if (remote["sshTarget"] as? String) != sanitizedTarget {
+                        remote["sshTarget"] = sanitizedTarget
+                        remoteChanged = true
+                    }
+                } else if remote["sshTarget"] != nil {
+                    remote.removeValue(forKey: "sshTarget")
+                    remoteChanged = true
+                }
+
+                let trimmedIdentity = remoteIdentity.trimmingCharacters(in: .whitespacesAndNewlines)
+                if !trimmedIdentity.isEmpty {
+                    if (remote["sshIdentity"] as? String) != trimmedIdentity {
+                        remote["sshIdentity"] = trimmedIdentity
+                        remoteChanged = true
+                    }
+                } else if remote["sshIdentity"] != nil {
+                    remote.removeValue(forKey: "sshIdentity")
+                    remoteChanged = true
+                }
+
+                if remoteChanged {
                     gateway["remote"] = remote
                     changed = true
                 }

apps/macos/Sources/Clawdbot/CronJobEditor+Helpers.swift

@@ -188,9 +188,15 @@ extension CronJobEditor {
         }
     }
 
-    func applyDeleteAfterRun(to root: inout [String: Any]) {
-        if self.scheduleKind == .at {
-            root["deleteAfterRun"] = self.deleteAfterRun
+    func applyDeleteAfterRun(
+        to root: inout [String: Any],
+        scheduleKind: ScheduleKind? = nil,
+        deleteAfterRun: Bool? = nil)
+    {
+        let resolvedSchedule = scheduleKind ?? self.scheduleKind
+        let resolvedDelete = deleteAfterRun ?? self.deleteAfterRun
+        if resolvedSchedule == .at {
+            root["deleteAfterRun"] = resolvedDelete
         } else if self.job?.deleteAfterRun != nil {
             root["deleteAfterRun"] = false
         }

apps/macos/Sources/Clawdbot/GatewayLaunchAgentManager.swift

@@ -2,77 +2,16 @@ import Foundation
 
 enum GatewayLaunchAgentManager {
     private static let logger = Logger(subsystem: "com.clawdbot", category: "gateway.launchd")
-    private static let supportedBindModes: Set<String> = ["loopback", "tailnet", "lan", "auto"]
-    private static let legacyGatewayLaunchdLabel = "com.steipete.clawdbot.gateway"
     private static let disableLaunchAgentMarker = ".clawdbot/disable-launchagent"
 
-    private enum GatewayProgramArgumentsError: LocalizedError {
-        case message(String)
-
-        var errorDescription: String? {
-            switch self {
-            case let .message(message):
-                message
-            }
-        }
-    }
-
     private static var plistURL: URL {
         FileManager.default.homeDirectoryForCurrentUser
             .appendingPathComponent("Library/LaunchAgents/\(gatewayLaunchdLabel).plist")
     }
 
-    private static var legacyPlistURL: URL {
-        FileManager.default.homeDirectoryForCurrentUser
-            .appendingPathComponent("Library/LaunchAgents/\(legacyGatewayLaunchdLabel).plist")
-    }
-
-    private static func gatewayProgramArguments(
-        port: Int,
-        bind: String) -> Result<[String], GatewayProgramArgumentsError>
-    {
-        let projectRoot = CommandResolver.projectRoot()
-        #if DEBUG
-        if let localBin = CommandResolver.projectClawdbotExecutable(projectRoot: projectRoot) {
-            return .success([localBin, "gateway-daemon", "--port", "\(port)", "--bind", bind])
-        }
-        if let entry = CommandResolver.gatewayEntrypoint(in: projectRoot) {
-            switch CommandResolver.runtimeResolution() {
-            case let .success(runtime):
-                let cmd = CommandResolver.makeRuntimeCommand(
-                    runtime: runtime,
-                    entrypoint: entry,
-                    subcommand: "gateway-daemon",
-                    extraArgs: ["--port", "\(port)", "--bind", bind])
-                return .success(cmd)
-            case .failure:
-                break
-            }
-        }
-        #endif
-        let searchPaths = CommandResolver.preferredPaths()
-        if let gatewayBin = CommandResolver.clawdbotExecutable(searchPaths: searchPaths) {
-            return .success([gatewayBin, "gateway-daemon", "--port", "\(port)", "--bind", bind])
-        }
-
-        if let entry = CommandResolver.gatewayEntrypoint(in: projectRoot),
-           case let .success(runtime) = CommandResolver.runtimeResolution(searchPaths: searchPaths)
-        {
-            let cmd = CommandResolver.makeRuntimeCommand(
-                runtime: runtime,
-                entrypoint: entry,
-                subcommand: "gateway-daemon",
-                extraArgs: ["--port", "\(port)", "--bind", bind])
-            return .success(cmd)
-        }
-
-        return .failure(.message("clawdbot CLI not found in PATH; install the CLI."))
-    }
-
     static func isLoaded() async -> Bool {
-        guard FileManager.default.fileExists(atPath: self.plistURL.path) else { return false }
-        let result = await Launchctl.run(["print", "gui/\(getuid())/\(gatewayLaunchdLabel)"])
-        return result.status == 0
+        guard let loaded = await self.readDaemonLoaded() else { return false }
+        return loaded
     }
 
     static func set(enabled: Bool, bundlePath: String, port: Int) async -> String? {
@@ -81,255 +20,44 @@ enum GatewayLaunchAgentManager {
             self.logger.info("launchd enable skipped (disable marker set)")
             return nil
         }
+
         if enabled {
-            _ = await Launchctl.run(["bootout", "gui/\(getuid())/\(self.legacyGatewayLaunchdLabel)"])
-            try? FileManager.default.removeItem(at: self.legacyPlistURL)
-
-            let desiredBind = self.preferredGatewayBind() ?? "loopback"
-            let desiredToken = self.preferredGatewayToken()
-            let desiredPassword = self.preferredGatewayPassword()
-            let desiredConfig = DesiredConfig(
-                port: port,
-                bind: desiredBind,
-                token: desiredToken,
-                password: desiredPassword)
-            let programArgumentsResult = self.gatewayProgramArguments(port: port, bind: desiredBind)
-            guard case let .success(programArguments) = programArgumentsResult else {
-                if case let .failure(error) = programArgumentsResult {
-                    let message = error.localizedDescription
-                    self.logger.error("launchd enable failed: \(message)")
-                    return message
-                }
-                return "Failed to resolve gateway command."
-            }
-
-            // If launchd already loaded the job (common on login), avoid `bootout` unless we must
-            // change the config. `bootout` can kill a just-started gateway and cause attach loops.
-            let loaded = await self.isLoaded()
-            if loaded {
-                if let existing = self.readPlistConfig(), existing.matches(desiredConfig) {
-                    self.logger.info("launchd job already loaded with desired config; skipping bootout")
-                    await self.ensureEnabled()
-                    _ = await Launchctl.run(["kickstart", "gui/\(getuid())/\(gatewayLaunchdLabel)"])
-                    return nil
-                }
-            }
-
-            self.logger.info("launchd enable requested port=\(port) bind=\(desiredBind)")
-            self.writePlist(programArguments: programArguments)
-
-            await self.ensureEnabled()
-            if loaded {
-                _ = await Launchctl.run(["bootout", "gui/\(getuid())/\(gatewayLaunchdLabel)"])
-            }
-            let bootstrap = await Launchctl.run(["bootstrap", "gui/\(getuid())", self.plistURL.path])
-            if bootstrap.status != 0 {
-                let msg = bootstrap.output.trimmingCharacters(in: .whitespacesAndNewlines)
-                self.logger.error("launchd bootstrap failed: \(msg)")
-                return bootstrap.output.trimmingCharacters(in: .whitespacesAndNewlines).isEmpty
-                    ? "Failed to bootstrap gateway launchd job"
-                    : bootstrap.output.trimmingCharacters(in: .whitespacesAndNewlines)
-            }
-            await self.ensureEnabled()
-            return nil
+            self.logger.info("launchd enable requested via CLI port=\(port)")
+            return await self.runDaemonCommand([
+                "install",
+                "--force",
+                "--port",
+                "\(port)",
+                "--runtime",
+                "node",
+            ])
         }
 
-        self.logger.info("launchd disable requested")
-        _ = await Launchctl.run(["bootout", "gui/\(getuid())/\(gatewayLaunchdLabel)"])
-        await self.ensureDisabled()
-        try? FileManager.default.removeItem(at: self.plistURL)
-        return nil
+        self.logger.info("launchd disable requested via CLI")
+        return await self.runDaemonCommand(["uninstall"])
     }
 
     static func kickstart() async {
-        _ = await Launchctl.run(["kickstart", "-k", "gui/\(getuid())/\(gatewayLaunchdLabel)"])
-    }
-
-    private static func writePlist(programArguments: [String]) {
-        let preferredPath = CommandResolver.preferredPaths().joined(separator: ":")
-        let token = self.preferredGatewayToken()
-        let password = self.preferredGatewayPassword()
-        var envEntries = """
-            <key>PATH</key>
-            <string>\(preferredPath)</string>
-        """
-        if let token {
-            let escapedToken = self.escapePlistValue(token)
-            envEntries += """
-                <key>CLAWDBOT_GATEWAY_TOKEN</key>
-                <string>\(escapedToken)</string>
-            """
-        }
-        if let password {
-            let escapedPassword = self.escapePlistValue(password)
-            envEntries += """
-                <key>CLAWDBOT_GATEWAY_PASSWORD</key>
-                <string>\(escapedPassword)</string>
-            """
-        }
-        let argsXml = programArguments
-            .map { "<string>\(self.escapePlistValue($0))</string>" }
-            .joined(separator: "\n            ")
-        let plist = """
-        <?xml version="1.0" encoding="UTF-8"?>
-        <!DOCTYPE plist PUBLIC "-//Apple//DTD PLIST 1.0//EN" "http://www.apple.com/DTDs/PropertyList-1.0.dtd">
-        <plist version="1.0">
-        <dict>
-          <key>Label</key>
-          <string>\(gatewayLaunchdLabel)</string>
-          <key>ProgramArguments</key>
-          <array>
-            \(argsXml)
-          </array>
-          <key>WorkingDirectory</key>
-          <string>\(FileManager.default.homeDirectoryForCurrentUser.path)</string>
-          <key>RunAtLoad</key>
-          <true/>
-          <key>KeepAlive</key>
-          <true/>
-          <key>EnvironmentVariables</key>
-          <dict>
-        \(envEntries)
-          </dict>
-          <key>StandardOutPath</key>
-          <string>\(LogLocator.launchdGatewayLogPath)</string>
-          <key>StandardErrorPath</key>
-          <string>\(LogLocator.launchdGatewayLogPath)</string>
-        </dict>
-        </plist>
-        """
-        do {
-            try plist.write(to: self.plistURL, atomically: true, encoding: .utf8)
-        } catch {
-            self.logger.error("launchd plist write failed: \(error.localizedDescription)")
-        }
-    }
-
-    private static func preferredGatewayBind() -> String? {
-        if CommandResolver.connectionModeIsRemote() {
-            return nil
-        }
-        if let env = ProcessInfo.processInfo.environment["CLAWDBOT_GATEWAY_BIND"] {
-            let trimmed = env.trimmingCharacters(in: .whitespacesAndNewlines).lowercased()
-            if self.supportedBindModes.contains(trimmed) {
-                return trimmed
-            }
-        }
-
-        let root = ClawdbotConfigFile.loadDict()
-        if let gateway = root["gateway"] as? [String: Any],
-           let bind = gateway["bind"] as? String
-        {
-            let trimmed = bind.trimmingCharacters(in: .whitespacesAndNewlines).lowercased()
-            if self.supportedBindModes.contains(trimmed) {
-                return trimmed
-            }
-        }
-
-        return nil
-    }
-
-    private static func preferredGatewayToken() -> String? {
-        let raw = ProcessInfo.processInfo.environment["CLAWDBOT_GATEWAY_TOKEN"] ?? ""
-        let trimmed = raw.trimmingCharacters(in: .whitespacesAndNewlines)
-        if !trimmed.isEmpty {
-            return trimmed
-        }
-        let root = ClawdbotConfigFile.loadDict()
-        if let gateway = root["gateway"] as? [String: Any],
-           let auth = gateway["auth"] as? [String: Any],
-           let token = auth["token"] as? String
-        {
-            let value = token.trimmingCharacters(in: .whitespacesAndNewlines)
-            if !value.isEmpty {
-                return value
-            }
-        }
-        return nil
-    }
-
-    private static func preferredGatewayPassword() -> String? {
-        // First check environment variable
-        let raw = ProcessInfo.processInfo.environment["CLAWDBOT_GATEWAY_PASSWORD"] ?? ""
-        let trimmed = raw.trimmingCharacters(in: .whitespacesAndNewlines)
-        if !trimmed.isEmpty {
-            return trimmed
-        }
-        // Then check config file (gateway.auth.password)
-        let root = ClawdbotConfigFile.loadDict()
-        if let gateway = root["gateway"] as? [String: Any],
-           let auth = gateway["auth"] as? [String: Any],
-           let password = auth["password"] as? String
-        {
-            return password.trimmingCharacters(in: .whitespacesAndNewlines)
-        }
-        return nil
-    }
-
-    private static func escapePlistValue(_ raw: String) -> String {
-        raw
-            .replacingOccurrences(of: "&", with: "&amp;")
-            .replacingOccurrences(of: "<", with: "&lt;")
-            .replacingOccurrences(of: ">", with: "&gt;")
-            .replacingOccurrences(of: "\"", with: "&quot;")
-            .replacingOccurrences(of: "'", with: "&apos;")
-    }
-
-    private struct DesiredConfig: Equatable {
-        let port: Int
-        let bind: String
-        let token: String?
-        let password: String?
-    }
-
-    private struct InstalledConfig: Equatable {
-        let port: Int?
-        let bind: String?
-        let token: String?
-        let password: String?
-
-        func matches(_ desired: DesiredConfig) -> Bool {
-            guard self.port == desired.port else { return false }
-            guard (self.bind ?? "loopback") == desired.bind else { return false }
-            guard self.token == desired.token else { return false }
-            guard self.password == desired.password else { return false }
-            return true
-        }
-    }
-
-    private static func readPlistConfig() -> InstalledConfig? {
-        guard let snapshot = LaunchAgentPlist.snapshot(url: self.plistURL) else { return nil }
-        return InstalledConfig(
-            port: snapshot.port,
-            bind: snapshot.bind,
-            token: snapshot.token,
-            password: snapshot.password)
+        _ = await self.runDaemonCommand(["restart"], timeout: 20)
     }
 
     static func launchdConfigSnapshot() -> LaunchAgentPlistSnapshot? {
         LaunchAgentPlist.snapshot(url: self.plistURL)
     }
 
-    private static func ensureEnabled() async {
-        let result = await Launchctl.run(["enable", "gui/\(getuid())/\(gatewayLaunchdLabel)"])
-        guard result.status != 0 else { return }
-        let msg = result.output.trimmingCharacters(in: .whitespacesAndNewlines)
-        if msg.isEmpty {
-            self.logger.warning("launchd enable failed")
-        } else {
-            self.logger.warning("launchd enable failed: \(msg)")
+    static func launchdGatewayLogPath() -> String {
+        let snapshot = self.launchdConfigSnapshot()
+        if let stdout = snapshot?.stdoutPath?.trimmingCharacters(in: .whitespacesAndNewlines),
+           !stdout.isEmpty
+        {
+            return stdout
         }
-    }
-
-    private static func ensureDisabled() async {
-        let result = await Launchctl.run(["disable", "gui/\(getuid())/\(gatewayLaunchdLabel)"])
-        guard result.status != 0 else { return }
-        let msg = result.output.trimmingCharacters(in: .whitespacesAndNewlines)
-        if msg.isEmpty {
-            self.logger.warning("launchd disable failed")
-        } else {
-            self.logger.warning("launchd disable failed: \(msg)")
+        if let stderr = snapshot?.stderrPath?.trimmingCharacters(in: .whitespacesAndNewlines),
+           !stderr.isEmpty
+        {
+            return stderr
         }
+        return LogLocator.launchdGatewayLogPath
     }
 }
 
@@ -339,20 +67,102 @@ extension GatewayLaunchAgentManager {
             .appendingPathComponent(self.disableLaunchAgentMarker)
         return FileManager.default.fileExists(atPath: marker.path)
     }
-}
 
-#if DEBUG
-extension GatewayLaunchAgentManager {
-    static func _testPreferredGatewayBind() -> String? {
-        self.preferredGatewayBind()
+    private static func readDaemonLoaded() async -> Bool? {
+        let result = await self.runDaemonCommandResult(
+            ["status", "--json", "--no-probe"],
+            timeout: 15,
+            quiet: true)
+        guard result.success, let payload = result.payload else { return nil }
+        guard
+            let json = try? JSONSerialization.jsonObject(with: payload) as? [String: Any],
+            let service = json["service"] as? [String: Any],
+            let loaded = service["loaded"] as? Bool
+        else {
+            return nil
+        }
+        return loaded
     }
 
-    static func _testPreferredGatewayToken() -> String? {
-        self.preferredGatewayToken()
+    private struct CommandResult {
+        let success: Bool
+        let payload: Data?
+        let message: String?
     }
 
-    static func _testEscapePlistValue(_ raw: String) -> String {
-        self.escapePlistValue(raw)
+    private struct ParsedDaemonJson {
+        let text: String
+        let object: [String: Any]
+    }
+
+    private static func runDaemonCommand(
+        _ args: [String],
+        timeout: Double = 15,
+        quiet: Bool = false) async -> String?
+    {
+        let result = await self.runDaemonCommandResult(args, timeout: timeout, quiet: quiet)
+        if result.success { return nil }
+        return result.message ?? "Gateway daemon command failed"
+    }
+
+    private static func runDaemonCommandResult(
+        _ args: [String],
+        timeout: Double,
+        quiet: Bool) async -> CommandResult
+    {
+        let command = CommandResolver.clawdbotCommand(
+            subcommand: "daemon",
+            extraArgs: self.withJsonFlag(args))
+        var env = ProcessInfo.processInfo.environment
+        env["PATH"] = CommandResolver.preferredPaths().joined(separator: ":")
+        let response = await ShellExecutor.runDetailed(command: command, cwd: nil, env: env, timeout: timeout)
+        let parsed = self.parseDaemonJson(from: response.stdout) ?? self.parseDaemonJson(from: response.stderr)
+        let ok = parsed?.object["ok"] as? Bool
+        let message = (parsed?.object["error"] as? String) ?? (parsed?.object["message"] as? String)
+        let payload = parsed?.text.data(using: .utf8)
+            ?? (response.stdout.isEmpty ? response.stderr : response.stdout).data(using: .utf8)
+        let success = ok ?? response.success
+        if success {
+            return CommandResult(success: true, payload: payload, message: nil)
+        }
+
+        if quiet {
+            return CommandResult(success: false, payload: payload, message: message)
+        }
+
+        let detail = message ?? self.summarize(response.stderr) ?? self.summarize(response.stdout)
+        let exit = response.exitCode.map { "exit \($0)" } ?? (response.errorMessage ?? "failed")
+        let fullMessage = detail.map { "Gateway daemon command failed (\(exit)): \($0)" }
+            ?? "Gateway daemon command failed (\(exit))"
+        self.logger.error("\(fullMessage, privacy: .public)")
+        return CommandResult(success: false, payload: payload, message: detail)
+    }
+
+    private static func withJsonFlag(_ args: [String]) -> [String] {
+        if args.contains("--json") { return args }
+        return args + ["--json"]
+    }
+
+    private static func parseDaemonJson(from raw: String) -> ParsedDaemonJson? {
+        let trimmed = raw.trimmingCharacters(in: .whitespacesAndNewlines)
+        guard let start = trimmed.firstIndex(of: "{"),
+              let end = trimmed.lastIndex(of: "}")
+        else {
+            return nil
+        }
+        let jsonText = String(trimmed[start...end])
+        guard let data = jsonText.data(using: .utf8) else { return nil }
+        guard let object = try? JSONSerialization.jsonObject(with: data) as? [String: Any] else { return nil }
+        return ParsedDaemonJson(text: jsonText, object: object)
+    }
+
+    private static func summarize(_ text: String) -> String? {
+        let lines = text
+            .split(whereSeparator: \.isNewline)
+            .map { $0.trimmingCharacters(in: .whitespacesAndNewlines) }
+            .filter { !$0.isEmpty }
+        guard let last = lines.last else { return nil }
+        let normalized = last.replacingOccurrences(of: "\\s+", with: " ", options: .regularExpression)
+        return normalized.count > 200 ? String(normalized.prefix(199)) + "…" : normalized
     }
 }
-#endif

apps/macos/Sources/Clawdbot/GatewayProcessManager.swift

@@ -87,6 +87,14 @@ final class GatewayProcessManager {
             self.status = .stopped
             return
         }
+        // Many surfaces can call `setActive(true)` in quick succession (startup, Canvas, health checks).
+        // Avoid spawning multiple concurrent "start" tasks that can thrash launchd and flap the port.
+        switch self.status {
+        case .starting, .running, .attachedExisting:
+            return
+        case .stopped, .failed:
+            break
+        }
         self.status = .starting
         self.logger.debug("gateway start requested")
 
@@ -140,7 +148,7 @@ final class GatewayProcessManager {
 
     func refreshLog() {
         guard self.logRefreshTask == nil else { return }
-        let path = LogLocator.launchdGatewayLogPath
+        let path = GatewayLaunchAgentManager.launchdGatewayLogPath()
         let limit = self.logLimit
         self.logRefreshTask = Task { [weak self] in
             let log = await Task.detached(priority: .utility) {
@@ -354,7 +362,7 @@ final class GatewayProcessManager {
 
     func clearLog() {
         self.log = ""
-        try? FileManager.default.removeItem(atPath: LogLocator.launchdGatewayLogPath)
+        try? FileManager.default.removeItem(atPath: GatewayLaunchAgentManager.launchdGatewayLogPath())
         self.logger.debug("gateway log cleared")
     }
 

apps/macos/Sources/Clawdbot/GeneralSettings.swift

@@ -92,10 +92,13 @@ struct GeneralSettings: View {
                                 Text(policy.title).tag(policy)
                             }
                         }
-                        .pickerStyle(.segmented)
+                        .labelsHidden()
+                        .pickerStyle(.menu)
 
                         Text("""
-                        Controls remote command execution on this Mac when it is paired as a node. "Always Ask" prompts on each command; "Always Allow" runs without prompts; "Never" disables `system.run`.
+                        Controls remote command execution on this Mac when it is paired as a node. \
+                        "Always Ask" prompts on each command; "Always Allow" runs without prompts; \
+                        "Never" disables `system.run`.
                         """)
                         .font(.footnote)
                         .foregroundStyle(.tertiary)
@@ -111,7 +114,8 @@ struct GeneralSettings: View {
                             Text("While Using").tag(ClawdbotLocationMode.whileUsing.rawValue)
                             Text("Always").tag(ClawdbotLocationMode.always.rawValue)
                         }
-                        .pickerStyle(.segmented)
+                        .labelsHidden()
+                        .pickerStyle(.menu)
 
                         Toggle("Precise Location", isOn: self.$locationPreciseEnabled)
                             .disabled(self.locationMode == .off)

apps/macos/Sources/Clawdbot/InstancesSettings.swift

@@ -395,7 +395,7 @@ extension InstancesSettings {
             host: "phone",
             ip: "10.0.0.3",
             version: "2.0.0",
-            platform: "iOS 17.2",
+            platform: "iOS 18.0",
             deviceFamily: "iPhone",
             modelIdentifier: nil,
             lastInputSeconds: 35,
@@ -446,7 +446,7 @@ extension InstancesSettings {
         _ = view.platformIcon("watchOS 10")
         _ = view.platformIcon("unknown 1.0")
         _ = view.prettyPlatform("macOS 14.2")
-        _ = view.prettyPlatform("iOS 17")
+        _ = view.prettyPlatform("iOS 18")
         _ = view.prettyPlatform("ipados 17.1")
         _ = view.prettyPlatform("linux")
         _ = view.prettyPlatform("   ")

apps/macos/Sources/Clawdbot/Launchctl.swift

@@ -31,6 +31,8 @@ enum Launchctl {
 struct LaunchAgentPlistSnapshot: Equatable, Sendable {
     let programArguments: [String]
     let environment: [String: String]
+    let stdoutPath: String?
+    let stderrPath: String?
 
     let port: Int?
     let bind: String?
@@ -53,6 +55,10 @@ enum LaunchAgentPlist {
         guard let root = rootAny as? [String: Any] else { return nil }
         let programArguments = root["ProgramArguments"] as? [String] ?? []
         let env = root["EnvironmentVariables"] as? [String: String] ?? [:]
+        let stdoutPath = (root["StandardOutPath"] as? String)?
+            .trimmingCharacters(in: .whitespacesAndNewlines).nonEmpty
+        let stderrPath = (root["StandardErrorPath"] as? String)?
+            .trimmingCharacters(in: .whitespacesAndNewlines).nonEmpty
         let port = Self.extractFlagInt(programArguments, flag: "--port")
         let bind = Self.extractFlagString(programArguments, flag: "--bind")?.lowercased()
         let token = env["CLAWDBOT_GATEWAY_TOKEN"]?.trimmingCharacters(in: .whitespacesAndNewlines).nonEmpty
@@ -60,6 +66,8 @@ enum LaunchAgentPlist {
         return LaunchAgentPlistSnapshot(
             programArguments: programArguments,
             environment: env,
+            stdoutPath: stdoutPath,
+            stderrPath: stderrPath,
             port: port,
             bind: bind,
             token: token,

apps/macos/Sources/Clawdbot/MacNodeConfigFile.swift

@@ -32,6 +32,7 @@ enum MacNodeConfigFile {
                 at: url.deletingLastPathComponent(),
                 withIntermediateDirectories: true)
             try data.write(to: url, options: [.atomic])
+            try? FileManager.default.setAttributes([.posixPermissions: 0o600], ofItemAtPath: url.path)
         } catch {
             self.logger.error("mac node config save failed: \(error.localizedDescription, privacy: .public)")
         }

apps/macos/Sources/Clawdbot/NodeMode/MacNodeBridgePairingClient.swift

@@ -11,10 +11,39 @@ actor MacNodeBridgePairingClient {
         endpoint: NWEndpoint,
         hello: BridgeHello,
         silent: Bool,
+        tls: MacNodeBridgeTLSParams? = nil,
+        onStatus: (@Sendable (String) -> Void)? = nil) async throws -> String
+    {
+        do {
+            return try await self.pairAndHelloOnce(
+                endpoint: endpoint,
+                hello: hello,
+                silent: silent,
+                tls: tls,
+                onStatus: onStatus)
+        } catch {
+            if let tls, !tls.required {
+                return try await self.pairAndHelloOnce(
+                    endpoint: endpoint,
+                    hello: hello,
+                    silent: silent,
+                    tls: nil,
+                    onStatus: onStatus)
+            }
+            throw error
+        }
+    }
+
+    private func pairAndHelloOnce(
+        endpoint: NWEndpoint,
+        hello: BridgeHello,
+        silent: Bool,
+        tls: MacNodeBridgeTLSParams?,
         onStatus: (@Sendable (String) -> Void)? = nil) async throws -> String
     {
         self.lineBuffer = Data()
-        let connection = NWConnection(to: endpoint, using: .tcp)
+        let params = self.makeParameters(tls: tls)
+        let connection = NWConnection(to: endpoint, using: params)
         let queue = DispatchQueue(label: "com.clawdbot.macos.bridge-client")
         defer { connection.cancel() }
         try await AsyncTimeout.withTimeout(
@@ -164,6 +193,18 @@ actor MacNodeBridgePairingClient {
         }
     }
 
+    private func makeParameters(tls: MacNodeBridgeTLSParams?) -> NWParameters {
+        let tcpOptions = NWProtocolTCP.Options()
+        if let tlsOptions = makeMacNodeTLSOptions(tls) {
+            let params = NWParameters(tls: tlsOptions, tcp: tcpOptions)
+            params.includePeerToPeer = true
+            return params
+        }
+        let params = NWParameters.tcp
+        params.includePeerToPeer = true
+        return params
+    }
+
     private func startAndWaitForReady(
         _ connection: NWConnection,
         queue: DispatchQueue) async throws

apps/macos/Sources/Clawdbot/NodeMode/MacNodeBridgeSession.swift

@@ -36,6 +36,7 @@ actor MacNodeBridgeSession {
     func connect(
         endpoint: NWEndpoint,
         hello: BridgeHello,
+        tls: MacNodeBridgeTLSParams? = nil,
         onConnected: (@Sendable (String, String?) async -> Void)? = nil,
         onDisconnected: (@Sendable (String) async -> Void)? = nil,
         onInvoke: @escaping @Sendable (BridgeInvokeRequest) async -> BridgeInvokeResponse)
@@ -44,15 +45,35 @@ actor MacNodeBridgeSession {
         await self.disconnect()
         self.disconnectHandler = onDisconnected
         self.state = .connecting
+        do {
+            try await self.connectOnce(
+                endpoint: endpoint,
+                hello: hello,
+                tls: tls,
+                onConnected: onConnected,
+                onInvoke: onInvoke)
+        } catch {
+            if let tls, !tls.required {
+                try await self.connectOnce(
+                    endpoint: endpoint,
+                    hello: hello,
+                    tls: nil,
+                    onConnected: onConnected,
+                    onInvoke: onInvoke)
+                return
+            }
+            throw error
+        }
+    }
 
-        let params = NWParameters.tcp
-        params.includePeerToPeer = true
-        let tcpOptions = NWProtocolTCP.Options()
-        tcpOptions.enableKeepalive = true
-        tcpOptions.keepaliveIdle = 30
-        tcpOptions.keepaliveInterval = 15
-        tcpOptions.keepaliveCount = 3
-        params.defaultProtocolStack.transportProtocol = tcpOptions
+    private func connectOnce(
+        endpoint: NWEndpoint,
+        hello: BridgeHello,
+        tls: MacNodeBridgeTLSParams?,
+        onConnected: (@Sendable (String, String?) async -> Void)? = nil,
+        onInvoke: @escaping @Sendable (BridgeInvokeRequest) async -> BridgeInvokeResponse) async throws
+    {
+        let params = self.makeParameters(tls: tls)
         let connection = NWConnection(to: endpoint, using: params)
         let queue = DispatchQueue(label: "com.clawdbot.macos.bridge-session")
         self.connection = connection
@@ -262,6 +283,25 @@ actor MacNodeBridgeSession {
         }
     }
 
+    private func makeParameters(tls: MacNodeBridgeTLSParams?) -> NWParameters {
+        let tcpOptions = NWProtocolTCP.Options()
+        tcpOptions.enableKeepalive = true
+        tcpOptions.keepaliveIdle = 30
+        tcpOptions.keepaliveInterval = 15
+        tcpOptions.keepaliveCount = 3
+
+        if let tlsOptions = makeMacNodeTLSOptions(tls) {
+            let params = NWParameters(tls: tlsOptions, tcp: tcpOptions)
+            params.includePeerToPeer = true
+            return params
+        }
+
+        let params = NWParameters.tcp
+        params.includePeerToPeer = true
+        params.defaultProtocolStack.transportProtocol = tcpOptions
+        return params
+    }
+
     private func failRPC(id: String, error: Error) async {
         if let cont = self.pendingRPC.removeValue(forKey: id) {
             cont.resume(throwing: error)
@@ -420,7 +460,7 @@ actor MacNodeBridgeSession {
         do {
             try await self.send(response)
         } catch {
-            await self.logInvokeSendFailure(error)
+            self.logInvokeSendFailure(error)
         }
     }
 

apps/macos/Sources/Clawdbot/NodeMode/MacNodeBridgeTLS.swift

@@ -0,0 +1,74 @@
+import CryptoKit
+import Foundation
+import Network
+import Security
+
+struct MacNodeBridgeTLSParams: Sendable {
+    let required: Bool
+    let expectedFingerprint: String?
+    let allowTOFU: Bool
+    let storeKey: String?
+}
+
+enum MacNodeBridgeTLSStore {
+    private static let suiteName = "com.clawdbot.shared"
+    private static let keyPrefix = "mac.node.bridge.tls."
+
+    private static var defaults: UserDefaults {
+        UserDefaults(suiteName: suiteName) ?? .standard
+    }
+
+    static func loadFingerprint(stableID: String) -> String? {
+        let key = self.keyPrefix + stableID
+        let raw = self.defaults.string(forKey: key)?.trimmingCharacters(in: .whitespacesAndNewlines)
+        return raw?.isEmpty == false ? raw : nil
+    }
+
+    static func saveFingerprint(_ value: String, stableID: String) {
+        let key = self.keyPrefix + stableID
+        self.defaults.set(value, forKey: key)
+    }
+}
+
+func makeMacNodeTLSOptions(_ params: MacNodeBridgeTLSParams?) -> NWProtocolTLS.Options? {
+    guard let params else { return nil }
+    let options = NWProtocolTLS.Options()
+    let expected = params.expectedFingerprint.map(normalizeMacNodeFingerprint)
+    let allowTOFU = params.allowTOFU
+    let storeKey = params.storeKey
+
+    sec_protocol_options_set_verify_block(
+        options.securityProtocolOptions,
+        { _, trust, complete in
+            let trustRef = sec_trust_copy_ref(trust).takeRetainedValue()
+            if let chain = SecTrustCopyCertificateChain(trustRef) as? [SecCertificate],
+               let cert = chain.first
+            {
+                let data = SecCertificateCopyData(cert) as Data
+                let fingerprint = sha256Hex(data)
+                if let expected {
+                    complete(fingerprint == expected)
+                    return
+                }
+                if allowTOFU {
+                    if let storeKey { MacNodeBridgeTLSStore.saveFingerprint(fingerprint, stableID: storeKey) }
+                    complete(true)
+                    return
+                }
+            }
+            let ok = SecTrustEvaluateWithError(trustRef, nil)
+            complete(ok)
+        },
+        DispatchQueue(label: "com.clawdbot.macos.bridge.tls.verify"))
+
+    return options
+}
+
+private func sha256Hex(_ data: Data) -> String {
+    let digest = SHA256.hash(data: data)
+    return digest.map { String(format: "%02x", $0) }.joined()
+}
+
+private func normalizeMacNodeFingerprint(_ raw: String) -> String {
+    raw.lowercased().filter(\.isHexDigit)
+}

apps/macos/Sources/Clawdbot/NodeMode/MacNodeModeCoordinator.swift

@@ -4,6 +4,12 @@ import Foundation
 import Network
 import OSLog
 
+private struct BridgeTarget {
+    let endpoint: NWEndpoint
+    let stableID: String
+    let tls: MacNodeBridgeTLSParams?
+}
+
 @MainActor
 final class MacNodeModeCoordinator {
     static let shared = MacNodeModeCoordinator()
@@ -63,7 +69,7 @@ final class MacNodeModeCoordinator {
                 try? await Task.sleep(nanoseconds: 200_000_000)
             }
 
-            guard let endpoint = await self.resolveBridgeEndpoint(timeoutSeconds: 5) else {
+            guard let target = await self.resolveBridgeEndpoint(timeoutSeconds: 5) else {
                 try? await Task.sleep(nanoseconds: min(retryDelay, 5_000_000_000))
                 retryDelay = min(retryDelay * 2, 10_000_000_000)
                 continue
@@ -73,10 +79,11 @@ final class MacNodeModeCoordinator {
             do {
                 let hello = await self.makeHello()
                 self.logger.info(
-                    "mac node bridge connecting endpoint=\(endpoint, privacy: .public)")
+                    "mac node bridge connecting endpoint=\(target.endpoint, privacy: .public)")
                 try await self.session.connect(
-                    endpoint: endpoint,
+                    endpoint: target.endpoint,
                     hello: hello,
+                    tls: target.tls,
                     onConnected: { [weak self] serverName, mainSessionKey in
                         self?.logger.info("mac node connected to \(serverName, privacy: .public)")
                         if let mainSessionKey {
@@ -96,7 +103,7 @@ final class MacNodeModeCoordinator {
                         return await self.runtime.handleInvoke(req)
                     })
             } catch {
-                if await self.tryPair(endpoint: endpoint, error: error) {
+                if await self.tryPair(target: target, error: error) {
                     continue
                 }
                 self.logger.error(
@@ -157,6 +164,7 @@ final class MacNodeModeCoordinator {
         ]
 
         if SystemRunPolicy.load() != .never {
+            commands.append(ClawdbotSystemCommand.which.rawValue)
             commands.append(ClawdbotSystemCommand.run.rawValue)
         }
 
@@ -173,7 +181,7 @@ final class MacNodeModeCoordinator {
         return commands
     }
 
-    private func tryPair(endpoint: NWEndpoint, error: Error) async -> Bool {
+    private func tryPair(target: BridgeTarget, error: Error) async -> Bool {
         let text = error.localizedDescription.uppercased()
         guard text.contains("NOT_PAIRED") || text.contains("UNAUTHORIZED") else { return false }
 
@@ -183,9 +191,10 @@ final class MacNodeModeCoordinator {
             }
             let hello = await self.makeHello()
             let token = try await MacNodeBridgePairingClient().pairAndHello(
-                endpoint: endpoint,
+                endpoint: target.endpoint,
                 hello: hello,
                 silent: shouldSilent,
+                tls: target.tls,
                 onStatus: { [weak self] status in
                     self?.logger.info("mac node pairing: \(status, privacy: .public)")
                 })
@@ -203,7 +212,7 @@ final class MacNodeModeCoordinator {
         "mac-\(InstanceIdentity.instanceId)"
     }
 
-    private func resolveLoopbackBridgeEndpoint(timeoutSeconds: Double) async -> NWEndpoint? {
+    private func resolveLoopbackBridgeEndpoint(timeoutSeconds: Double) async -> BridgeTarget? {
         guard let port = Self.loopbackBridgePort(),
               let endpointPort = NWEndpoint.Port(rawValue: port)
         else {
@@ -211,7 +220,10 @@ final class MacNodeModeCoordinator {
         }
         let endpoint = NWEndpoint.hostPort(host: "127.0.0.1", port: endpointPort)
         let reachable = await Self.probeEndpoint(endpoint, timeoutSeconds: timeoutSeconds)
-        return reachable ? endpoint : nil
+        guard reachable else { return nil }
+        let stableID = BridgeEndpointID.stableID(endpoint)
+        let tlsParams = Self.resolveManualTLSParams(stableID: stableID)
+        return BridgeTarget(endpoint: endpoint, stableID: stableID, tls: tlsParams)
     }
 
     static func loopbackBridgePort() -> UInt16? {
@@ -304,7 +316,7 @@ final class MacNodeModeCoordinator {
             })
     }
 
-    private func resolveBridgeEndpoint(timeoutSeconds: Double) async -> NWEndpoint? {
+    private func resolveBridgeEndpoint(timeoutSeconds: Double) async -> BridgeTarget? {
         let mode = await MainActor.run(body: { AppStateStore.shared.connectionMode })
         if mode == .remote {
             do {
@@ -316,7 +328,10 @@ final class MacNodeModeCoordinator {
                     if healthy, let port = NWEndpoint.Port(rawValue: localPort) {
                         self.logger.info(
                             "reusing mac node bridge tunnel localPort=\(localPort, privacy: .public)")
-                        return .hostPort(host: "127.0.0.1", port: port)
+                        let endpoint = NWEndpoint.hostPort(host: "127.0.0.1", port: port)
+                        let stableID = BridgeEndpointID.stableID(endpoint)
+                        let tlsParams = Self.resolveManualTLSParams(stableID: stableID)
+                        return BridgeTarget(endpoint: endpoint, stableID: stableID, tls: tlsParams)
                     }
                     self.logger.error(
                         "mac node bridge tunnel unhealthy localPort=\(localPort, privacy: .public); restarting")
@@ -349,7 +364,10 @@ final class MacNodeModeCoordinator {
                         "mac node bridge tunnel ready " +
                             "localPort=\(localPort, privacy: .public) " +
                             "remotePort=\(remotePort, privacy: .public)")
-                    return .hostPort(host: "127.0.0.1", port: port)
+                    let endpoint = NWEndpoint.hostPort(host: "127.0.0.1", port: port)
+                    let stableID = BridgeEndpointID.stableID(endpoint)
+                    let tlsParams = Self.resolveManualTLSParams(stableID: stableID)
+                    return BridgeTarget(endpoint: endpoint, stableID: stableID, tls: tlsParams)
                 }
             } catch {
                 self.logger.error("mac node bridge tunnel failed: \(error.localizedDescription, privacy: .public)")
@@ -360,8 +378,8 @@ final class MacNodeModeCoordinator {
             tunnel.terminate()
             self.tunnel = nil
         }
-        if mode == .local, let endpoint = await self.resolveLoopbackBridgeEndpoint(timeoutSeconds: 0.4) {
-            return endpoint
+        if mode == .local, let target = await self.resolveLoopbackBridgeEndpoint(timeoutSeconds: 0.4) {
+            return target
         }
         return await Self.discoverBridgeEndpoint(timeoutSeconds: timeoutSeconds)
     }
@@ -381,14 +399,14 @@ final class MacNodeModeCoordinator {
         return await Self.probeEndpoint(.hostPort(host: "127.0.0.1", port: port), timeoutSeconds: timeoutSeconds)
     }
 
-    private static func discoverBridgeEndpoint(timeoutSeconds: Double) async -> NWEndpoint? {
+    private static func discoverBridgeEndpoint(timeoutSeconds: Double) async -> BridgeTarget? {
         final class DiscoveryState: @unchecked Sendable {
             let lock = NSLock()
             var resolved = false
             var browsers: [NWBrowser] = []
-            var continuation: CheckedContinuation<NWEndpoint?, Never>?
+            var continuation: CheckedContinuation<BridgeTarget?, Never>?
 
-            func finish(_ endpoint: NWEndpoint?) {
+            func finish(_ target: BridgeTarget?) {
                 self.lock.lock()
                 defer { lock.unlock() }
                 if self.resolved { return }
@@ -396,7 +414,7 @@ final class MacNodeModeCoordinator {
                 for browser in self.browsers {
                     browser.cancel()
                 }
-                self.continuation?.resume(returning: endpoint)
+                self.continuation?.resume(returning: target)
                 self.continuation = nil
             }
         }
@@ -422,12 +440,12 @@ final class MacNodeModeCoordinator {
                            return false
                        })
                     {
-                        state.finish(match.endpoint)
+                        state.finish(Self.targetFromResult(match))
                         return
                     }
 
                     if let result = results.first(where: { if case .service = $0.endpoint { true } else { false } }) {
-                        state.finish(result.endpoint)
+                        state.finish(Self.targetFromResult(result))
                     }
                 }
                 browser.stateUpdateHandler = { browserState in
@@ -445,6 +463,72 @@ final class MacNodeModeCoordinator {
             }
         }
     }
+
+    private nonisolated static func targetFromResult(_ result: NWBrowser.Result) -> BridgeTarget? {
+        let endpoint = result.endpoint
+        guard case .service = endpoint else { return nil }
+        let stableID = BridgeEndpointID.stableID(endpoint)
+        let txt = result.endpoint.txtRecord?.dictionary ?? [:]
+        let tlsEnabled = Self.txtBoolValue(txt, key: "bridgeTls")
+        let tlsFingerprint = Self.txtValue(txt, key: "bridgeTlsSha256")
+        let tlsParams = Self.resolveDiscoveredTLSParams(
+            stableID: stableID,
+            tlsEnabled: tlsEnabled,
+            tlsFingerprintSha256: tlsFingerprint)
+        return BridgeTarget(endpoint: endpoint, stableID: stableID, tls: tlsParams)
+    }
+
+    private nonisolated static func resolveDiscoveredTLSParams(
+        stableID: String,
+        tlsEnabled: Bool,
+        tlsFingerprintSha256: String?) -> MacNodeBridgeTLSParams?
+    {
+        let stored = MacNodeBridgeTLSStore.loadFingerprint(stableID: stableID)
+
+        if tlsEnabled || tlsFingerprintSha256 != nil {
+            return MacNodeBridgeTLSParams(
+                required: true,
+                expectedFingerprint: tlsFingerprintSha256 ?? stored,
+                allowTOFU: stored == nil,
+                storeKey: stableID)
+        }
+
+        if let stored {
+            return MacNodeBridgeTLSParams(
+                required: true,
+                expectedFingerprint: stored,
+                allowTOFU: false,
+                storeKey: stableID)
+        }
+
+        return nil
+    }
+
+    private nonisolated static func resolveManualTLSParams(stableID: String) -> MacNodeBridgeTLSParams? {
+        if let stored = MacNodeBridgeTLSStore.loadFingerprint(stableID: stableID) {
+            return MacNodeBridgeTLSParams(
+                required: true,
+                expectedFingerprint: stored,
+                allowTOFU: false,
+                storeKey: stableID)
+        }
+
+        return MacNodeBridgeTLSParams(
+            required: false,
+            expectedFingerprint: nil,
+            allowTOFU: true,
+            storeKey: stableID)
+    }
+
+    private nonisolated static func txtValue(_ dict: [String: String], key: String) -> String? {
+        let raw = dict[key]?.trimmingCharacters(in: .whitespacesAndNewlines) ?? ""
+        return raw.isEmpty ? nil : raw
+    }
+
+    private nonisolated static func txtBoolValue(_ dict: [String: String], key: String) -> Bool {
+        guard let raw = self.txtValue(dict, key: key)?.lowercased() else { return false }
+        return raw == "1" || raw == "true" || raw == "yes"
+    }
 }
 
 enum MacNodeTokenStore {

apps/macos/Sources/Clawdbot/NodeMode/MacNodeRuntime.swift

@@ -55,6 +55,8 @@ actor MacNodeRuntime {
                 return try await self.handleScreenRecordInvoke(req)
             case ClawdbotSystemCommand.run.rawValue:
                 return try await self.handleSystemRun(req)
+            case ClawdbotSystemCommand.which.rawValue:
+                return try await self.handleSystemWhich(req)
             case ClawdbotSystemCommand.notify.rawValue:
                 return try await self.handleSystemNotify(req)
             default:
@@ -455,14 +457,7 @@ actor MacNodeRuntime {
             }
         }
 
-        var env = params.env
-        if wasAllowlisted, let overrides = env {
-            var merged = ProcessInfo.processInfo.environment
-            for (key, value) in overrides where key != "PATH" {
-                merged[key] = value
-            }
-            env = merged
-        }
+        let env = Self.sanitizedEnv(params.env)
 
         if params.needsScreenRecording == true {
             let authorized = await PermissionManager
@@ -501,6 +496,33 @@ actor MacNodeRuntime {
         return BridgeInvokeResponse(id: req.id, ok: true, payloadJSON: payload)
     }
 
+    private func handleSystemWhich(_ req: BridgeInvokeRequest) async throws -> BridgeInvokeResponse {
+        let params = try Self.decodeParams(ClawdbotSystemWhichParams.self, from: req.paramsJSON)
+        let bins = params.bins
+            .map { $0.trimmingCharacters(in: .whitespacesAndNewlines) }
+            .filter { !$0.isEmpty }
+        guard !bins.isEmpty else {
+            return Self.errorResponse(req, code: .invalidRequest, message: "INVALID_REQUEST: bins required")
+        }
+
+        let searchPaths = CommandResolver.preferredPaths()
+        var matches: [String] = []
+        var paths: [String: String] = [:]
+        for bin in bins {
+            if let path = CommandResolver.findExecutable(named: bin, searchPaths: searchPaths) {
+                matches.append(bin)
+                paths[bin] = path
+            }
+        }
+
+        struct WhichPayload: Encodable {
+            let bins: [String]
+            let paths: [String: String]
+        }
+        let payload = try Self.encodePayload(WhichPayload(bins: matches, paths: paths))
+        return BridgeInvokeResponse(id: req.id, ok: true, payloadJSON: payload)
+    }
+
     private func handleSystemNotify(_ req: BridgeInvokeRequest) async throws -> BridgeInvokeResponse {
         let params = try Self.decodeParams(ClawdbotSystemNotifyParams.self, from: req.paramsJSON)
         let title = params.title.trimmingCharacters(in: .whitespacesAndNewlines)
@@ -571,6 +593,35 @@ actor MacNodeRuntime {
         SystemRunPolicy.load()
     }
 
+    private static let blockedEnvKeys: Set<String> = [
+        "PATH",
+        "NODE_OPTIONS",
+        "PYTHONHOME",
+        "PYTHONPATH",
+        "PERL5LIB",
+        "PERL5OPT",
+        "RUBYOPT",
+    ]
+
+    private static let blockedEnvPrefixes: [String] = [
+        "DYLD_",
+        "LD_",
+    ]
+
+    private static func sanitizedEnv(_ overrides: [String: String]?) -> [String: String]? {
+        guard let overrides else { return nil }
+        var merged = ProcessInfo.processInfo.environment
+        for (rawKey, value) in overrides {
+            let key = rawKey.trimmingCharacters(in: .whitespacesAndNewlines)
+            guard !key.isEmpty else { continue }
+            let upper = key.uppercased()
+            if self.blockedEnvKeys.contains(upper) { continue }
+            if self.blockedEnvPrefixes.contains(where: { upper.hasPrefix($0) }) { continue }
+            merged[key] = value
+        }
+        return merged
+    }
+
     private nonisolated static func locationMode() -> ClawdbotLocationMode {
         let raw = UserDefaults.standard.string(forKey: locationModeKey) ?? "off"
         return ClawdbotLocationMode(rawValue: raw) ?? .off

apps/macos/Sources/Clawdbot/PortGuardian.swift

@@ -351,10 +351,11 @@ actor PortGuardian {
             if port == GatewayEnvironment.gatewayPort() { return cmd.contains("ssh") }
             return false
         case .local:
-            if !cmd.contains("clawdbot") { return false }
+            // The gateway daemon may listen as `clawdbot` or as its runtime (`node`, `bun`, etc).
             if full.contains("gateway-daemon") { return true }
             // If args are unavailable, treat a clawdbot listener as expected.
-            return full == cmd
+            if cmd.contains("clawdbot"), full == cmd { return true }
+            return false
         case .unconfigured:
             return false
         }

apps/macos/Sources/Clawdbot/SystemRunPolicy.swift

@@ -10,11 +10,11 @@ enum SystemRunPolicy: String, CaseIterable, Identifiable {
     var title: String {
         switch self {
         case .never:
-            return "Never"
+            "Never"
         case .ask:
-            return "Always Ask"
+            "Always Ask"
         case .always:
-            return "Always Allow"
+            "Always Allow"
         }
     }
 
@@ -75,13 +75,13 @@ enum SystemRunAllowlist {
 
     static func contains(_ argv: [String], defaults: UserDefaults = .standard) -> Bool {
         let key = key(for: argv)
-        return load(from: defaults).contains(key)
+        return self.load(from: defaults).contains(key)
     }
 
     static func add(_ argv: [String], defaults: UserDefaults = .standard) {
         let key = key(for: argv)
         guard !key.isEmpty else { return }
-        var allowlist = load(from: defaults)
+        var allowlist = self.load(from: defaults)
         if allowlist.insert(key).inserted {
             MacNodeConfigFile.setSystemRunAllowlist(Array(allowlist).sorted())
         }

apps/macos/Tests/ClawdbotIPCTests/ConnectionsSettingsSmokeTests.swift

@@ -1,3 +1,4 @@
+import ClawdbotProtocol
 import SwiftUI
 import Testing
 @testable import Clawdbot

apps/macos/Tests/ClawdbotIPCTests/CronJobEditorSmokeTests.swift

@@ -38,7 +38,7 @@ struct CronJobEditorSmokeTests {
                 thinking: "low",
                 timeoutSeconds: 120,
                 deliver: true,
-                provider: "whatsapp",
+                channel: "whatsapp",
                 to: "+15551234567",
                 bestEffortDeliver: true),
             isolation: CronIsolation(postToMainPrefix: "Cron"),
@@ -70,22 +70,16 @@ struct CronJobEditorSmokeTests {
     }
 
     @Test func cronJobEditorIncludesDeleteAfterRunForAtSchedule() throws {
-        var view = CronJobEditor(
+        let view = CronJobEditor(
             job: nil,
             isSaving: .constant(false),
             error: .constant(nil),
             onCancel: {},
             onSave: { _ in })
-        view.name = "One-shot"
-        view.sessionTarget = .main
-        view.payloadKind = .systemEvent
-        view.systemEventText = "hello"
-        view.scheduleKind = .at
-        view.atDate = Date(timeIntervalSince1970: 1_700_000_000)
-        view.deleteAfterRun = true
 
-        let payload = try view.buildPayload()
-        let raw = payload["deleteAfterRun"]?.value as? Bool
+        var root: [String: Any] = [:]
+        view.applyDeleteAfterRun(to: &root, scheduleKind: .at, deleteAfterRun: true)
+        let raw = root["deleteAfterRun"] as? Bool
         #expect(raw == true)
     }
 }

apps/macos/Tests/ClawdbotIPCTests/CronModelsTests.swift

@@ -31,7 +31,7 @@ struct CronModelsTests {
             thinking: "low",
             timeoutSeconds: 15,
             deliver: true,
-            provider: "whatsapp",
+            channel: "whatsapp",
             to: "+15551234567",
             bestEffortDeliver: false)
         let data = try JSONEncoder().encode(payload)

apps/macos/Tests/ClawdbotIPCTests/GatewayEndpointStoreTests.swift

@@ -7,6 +7,8 @@ import Testing
         let snapshot = LaunchAgentPlistSnapshot(
             programArguments: [],
             environment: ["CLAWDBOT_GATEWAY_TOKEN": "launchd-token"],
+            stdoutPath: nil,
+            stderrPath: nil,
             port: nil,
             bind: nil,
             token: "launchd-token",
@@ -31,6 +33,8 @@ import Testing
         let snapshot = LaunchAgentPlistSnapshot(
             programArguments: [],
             environment: ["CLAWDBOT_GATEWAY_TOKEN": "launchd-token"],
+            stdoutPath: nil,
+            stderrPath: nil,
             port: nil,
             bind: nil,
             token: "launchd-token",
@@ -48,6 +52,8 @@ import Testing
         let snapshot = LaunchAgentPlistSnapshot(
             programArguments: [],
             environment: ["CLAWDBOT_GATEWAY_PASSWORD": "launchd-pass"],
+            stdoutPath: nil,
+            stderrPath: nil,
             port: nil,
             bind: nil,
             token: nil,

apps/macos/Tests/ClawdbotIPCTests/InstancesSettingsSmokeTests.swift

@@ -39,7 +39,7 @@ struct InstancesSettingsSmokeTests {
                 host: "gateway",
                 ip: "10.0.0.4",
                 version: "3.0.0",
-                platform: "iOS 17",
+                platform: "iOS 18",
                 deviceFamily: nil,
                 modelIdentifier: nil,
                 lastInputSeconds: nil,

apps/macos/Tests/ClawdbotIPCTests/LowCoverageHelperTests.swift

@@ -112,20 +112,6 @@ struct LowCoverageHelperTests {
         _ = PresenceReporter._testPrimaryIPv4Address()
     }
 
-    @Test func gatewayLaunchAgentHelpers() async throws {
-        await TestIsolation.withEnvValues(
-            [
-                "CLAWDBOT_GATEWAY_BIND": "Lan",
-                "CLAWDBOT_GATEWAY_TOKEN": " secret ",
-            ]) {
-                #expect(GatewayLaunchAgentManager._testPreferredGatewayBind() == "lan")
-                #expect(GatewayLaunchAgentManager._testPreferredGatewayToken() == "secret")
-                #expect(
-                    GatewayLaunchAgentManager._testEscapePlistValue("a&b<c>\"'") ==
-                        "a&amp;b&lt;c&gt;&quot;&apos;")
-            }
-    }
-
     @Test func portGuardianParsesListenersAndBuildsReports() {
         let output = """
         p123

apps/macos/Tests/ClawdbotIPCTests/MacGatewayChatTransportMappingTests.swift

@@ -11,7 +11,8 @@ import Testing
             stateversion: StateVersion(presence: 1, health: 1),
             uptimems: 123,
             configpath: nil,
-            statedir: nil)
+            statedir: nil,
+            sessiondefaults: nil)
 
         let hello = HelloOk(
             type: "hello",

apps/macos/Tests/ClawdbotIPCTests/MacNodeRuntimeTests.swift

@@ -21,6 +21,15 @@ struct MacNodeRuntimeTests {
         #expect(response.ok == false)
     }
 
+    @Test func handleInvokeRejectsEmptySystemWhich() async throws {
+        let runtime = MacNodeRuntime()
+        let params = ClawdbotSystemWhichParams(bins: [])
+        let json = try String(data: JSONEncoder().encode(params), encoding: .utf8)
+        let response = await runtime.handleInvoke(
+            BridgeInvokeRequest(id: "req-2b", command: ClawdbotSystemCommand.which.rawValue, paramsJSON: json))
+        #expect(response.ok == false)
+    }
+
     @Test func handleInvokeRejectsEmptyNotification() async throws {
         let runtime = MacNodeRuntime()
         let params = ClawdbotSystemNotifyParams(title: "", body: "")
@@ -65,6 +74,10 @@ struct MacNodeRuntimeTests {
             {
                 CLLocation(latitude: 0, longitude: 0)
             }
+
+            func confirmSystemRun(command: String, cwd: String?) async -> SystemRunDecision {
+                .allowOnce
+            }
         }
 
         let services = await MainActor.run { FakeMainActorServices() }

apps/macos/Tests/ClawdbotIPCTests/OnboardingViewSmokeTests.swift

@@ -16,13 +16,13 @@ struct OnboardingViewSmokeTests {
     }
 
     @Test func pageOrderOmitsWorkspaceAndIdentitySteps() {
-        let order = OnboardingView.pageOrder(for: .local, needsBootstrap: false)
+        let order = OnboardingView.pageOrder(for: .local, showOnboardingChat: false)
         #expect(!order.contains(7))
         #expect(order.contains(3))
     }
 
     @Test func pageOrderOmitsOnboardingChatWhenIdentityKnown() {
-        let order = OnboardingView.pageOrder(for: .local, needsBootstrap: false)
+        let order = OnboardingView.pageOrder(for: .local, showOnboardingChat: false)
         #expect(!order.contains(8))
     }
 }

apps/macos/Tests/ClawdbotIPCTests/SettingsViewSmokeTests.swift

@@ -49,7 +49,7 @@ struct SettingsViewSmokeTests {
                 thinking: "low",
                 timeoutSeconds: 30,
                 deliver: true,
-                provider: "sms",
+                channel: "sms",
                 to: "+15551234567",
                 bestEffortDeliver: true),
             isolation: CronIsolation(postToMainPrefix: "[cron] "),

apps/macos/Tests/ClawdbotIPCTests/TalkAudioPlayerTests.swift

@@ -8,7 +8,7 @@ import Testing
         let wav = makeWav16Mono(sampleRate: 8000, samples: 80)
         defer { _ = TalkAudioPlayer.shared.stop() }
 
-        _ = try await withTimeout(seconds: 2.0) {
+        _ = try await withTimeout(seconds: 4.0) {
             await TalkAudioPlayer.shared.play(data: wav)
         }
 
@@ -27,7 +27,7 @@ import Testing
         await Task.yield()
         _ = await TalkAudioPlayer.shared.play(data: wav)
 
-        _ = try await withTimeout(seconds: 2.0) {
+        _ = try await withTimeout(seconds: 4.0) {
             await first.value
         }
         #expect(true)

apps/macos/Tests/ClawdbotIPCTests/VoiceWakeForwarderTests.swift

@@ -17,6 +17,6 @@ import Testing
         #expect(opts.thinking == "low")
         #expect(opts.deliver == true)
         #expect(opts.to == nil)
-        #expect(opts.provider == .last)
+        #expect(opts.channel == .last)
     }
 }

apps/shared/ClawdbotKit/Package.swift

@@ -5,7 +5,7 @@ import PackageDescription
 let package = Package(
     name: "ClawdbotKit",
     platforms: [
-        .iOS(.v17),
+        .iOS(.v18),
         .macOS(.v15),
     ],
     products: [
@@ -14,6 +14,7 @@ let package = Package(
     ],
     dependencies: [
         .package(url: "https://github.com/steipete/ElevenLabsKit", exact: "0.1.0"),
+        .package(url: "https://github.com/gonzalezreal/textual", exact: "0.2.0"),
     ],
     targets: [
         .target(
@@ -29,7 +30,13 @@ let package = Package(
             ]),
         .target(
             name: "ClawdbotChatUI",
-            dependencies: ["ClawdbotKit"],
+            dependencies: [
+                "ClawdbotKit",
+                .product(
+                    name: "Textual",
+                    package: "textual",
+                    condition: .when(platforms: [.macOS, .iOS])),
+            ],
             swiftSettings: [
                 .enableUpcomingFeature("StrictConcurrency"),
             ]),

apps/shared/ClawdbotKit/Sources/ClawdbotChatUI/ChatMarkdownPreprocessor.swift

@@ -0,0 +1,51 @@
+import Foundation
+
+enum ChatMarkdownPreprocessor {
+    struct InlineImage: Identifiable {
+        let id = UUID()
+        let label: String
+        let image: ClawdbotPlatformImage?
+    }
+
+    struct Result {
+        let cleaned: String
+        let images: [InlineImage]
+    }
+
+    static func preprocess(markdown raw: String) -> Result {
+        let pattern = #"!\[([^\]]*)\]\((data:image\/[^;]+;base64,[^)]+)\)"#
+        guard let re = try? NSRegularExpression(pattern: pattern) else {
+            return Result(cleaned: raw, images: [])
+        }
+
+        let ns = raw as NSString
+        let matches = re.matches(in: raw, range: NSRange(location: 0, length: ns.length))
+        if matches.isEmpty { return Result(cleaned: raw, images: []) }
+
+        var images: [InlineImage] = []
+        var cleaned = raw
+
+        for match in matches.reversed() {
+            guard match.numberOfRanges >= 3 else { continue }
+            let label = ns.substring(with: match.range(at: 1))
+            let dataURL = ns.substring(with: match.range(at: 2))
+
+            let image: ClawdbotPlatformImage? = {
+                guard let comma = dataURL.firstIndex(of: ",") else { return nil }
+                let b64 = String(dataURL[dataURL.index(after: comma)...])
+                guard let data = Data(base64Encoded: b64) else { return nil }
+                return ClawdbotPlatformImage(data: data)
+            }()
+            images.append(InlineImage(label: label, image: image))
+
+            let start = cleaned.index(cleaned.startIndex, offsetBy: match.range.location)
+            let end = cleaned.index(start, offsetBy: match.range.length)
+            cleaned.replaceSubrange(start..<end, with: "")
+        }
+
+        let normalized = cleaned
+            .replacingOccurrences(of: "\n\n\n", with: "\n\n")
+            .trimmingCharacters(in: .whitespacesAndNewlines)
+        return Result(cleaned: normalized, images: images.reversed())
+    }
+}

apps/shared/ClawdbotKit/Sources/ClawdbotChatUI/ChatMarkdownRenderer.swift

@@ -0,0 +1,90 @@
+import SwiftUI
+import Textual
+
+public enum ChatMarkdownVariant: String, CaseIterable, Sendable {
+    case standard
+    case compact
+}
+
+@MainActor
+struct ChatMarkdownRenderer: View {
+    enum Context {
+        case user
+        case assistant
+    }
+
+    let text: String
+    let context: Context
+    let variant: ChatMarkdownVariant
+    let font: Font
+    let textColor: Color
+
+    var body: some View {
+        let processed = ChatMarkdownPreprocessor.preprocess(markdown: self.text)
+        VStack(alignment: .leading, spacing: 10) {
+            StructuredText(markdown: processed.cleaned)
+                .modifier(ChatMarkdownStyle(
+                    variant: self.variant,
+                    context: self.context,
+                    font: self.font,
+                    textColor: self.textColor))
+
+            if !processed.images.isEmpty {
+                InlineImageList(images: processed.images)
+            }
+        }
+    }
+}
+
+private struct ChatMarkdownStyle: ViewModifier {
+    let variant: ChatMarkdownVariant
+    let context: ChatMarkdownRenderer.Context
+    let font: Font
+    let textColor: Color
+
+    func body(content: Content) -> some View {
+        Group {
+            if self.variant == .compact {
+                content.textual.structuredTextStyle(.default)
+            } else {
+                content.textual.structuredTextStyle(.gitHub)
+            }
+        }
+        .font(self.font)
+        .foregroundStyle(self.textColor)
+        .textual.inlineStyle(self.inlineStyle)
+        .textual.textSelection(.enabled)
+    }
+
+    private var inlineStyle: InlineStyle {
+        let linkColor: Color = self.context == .user ? self.textColor : .accentColor
+        let codeScale: CGFloat = self.variant == .compact ? 0.85 : 0.9
+        return InlineStyle()
+            .code(.monospaced, .fontScale(codeScale))
+            .link(.foregroundColor(linkColor))
+    }
+}
+
+@MainActor
+private struct InlineImageList: View {
+    let images: [ChatMarkdownPreprocessor.InlineImage]
+
+    var body: some View {
+        ForEach(images, id: \.id) { item in
+            if let img = item.image {
+                ClawdbotPlatformImageFactory.image(img)
+                    .resizable()
+                    .scaledToFit()
+                    .frame(maxHeight: 260)
+                    .clipShape(RoundedRectangle(cornerRadius: 12, style: .continuous))
+                    .overlay(
+                        RoundedRectangle(cornerRadius: 12, style: .continuous)
+                            .strokeBorder(Color.white.opacity(0.12), lineWidth: 1))
+            } else {
+                Text(item.label.isEmpty ? "Image" : item.label)
+                    .font(.footnote)
+                    .foregroundStyle(.secondary)
+            }
+        }
+    }
+}

apps/shared/ClawdbotKit/Sources/ClawdbotChatUI/ChatMarkdownSplitter.swift

@@ -1,114 +0,0 @@
-import Foundation
-
-enum ChatMarkdownSplitter {
-    struct InlineImage: Identifiable {
-        let id = UUID()
-        let label: String
-        let image: ClawdbotPlatformImage?
-    }
-
-    struct Block: Identifiable {
-        enum Kind: Equatable {
-            case text
-            case code(language: String?)
-        }
-
-        let id = UUID()
-        let kind: Kind
-        let text: String
-    }
-
-    struct SplitResult {
-        let blocks: [Block]
-        let images: [InlineImage]
-    }
-
-    static func split(markdown raw: String) -> SplitResult {
-        let extracted = self.extractInlineImages(from: raw)
-        let blocks = self.splitCodeBlocks(from: extracted.cleaned)
-        return SplitResult(blocks: blocks, images: extracted.images)
-    }
-
-    private static func splitCodeBlocks(from raw: String) -> [Block] {
-        var blocks: [Block] = []
-        var buffer: [String] = []
-        var inCode = false
-        var codeLang: String?
-        var codeLines: [String] = []
-
-        for line in raw.split(separator: "\n", omittingEmptySubsequences: false).map(String.init) {
-            if line.hasPrefix("```") {
-                if inCode {
-                    blocks.append(Block(kind: .code(language: codeLang), text: codeLines.joined(separator: "\n")))
-                    codeLines.removeAll(keepingCapacity: true)
-                    inCode = false
-                    codeLang = nil
-                } else {
-                    let text = buffer.joined(separator: "\n").trimmingCharacters(in: .whitespacesAndNewlines)
-                    if !text.isEmpty {
-                        blocks.append(Block(kind: .text, text: text))
-                    }
-                    buffer.removeAll(keepingCapacity: true)
-                    inCode = true
-                    codeLang = line.dropFirst(3).trimmingCharacters(in: .whitespacesAndNewlines)
-                    if codeLang?.isEmpty == true { codeLang = nil }
-                }
-                continue
-            }
-
-            if inCode {
-                codeLines.append(line)
-            } else {
-                buffer.append(line)
-            }
-        }
-
-        if inCode {
-            blocks.append(Block(kind: .code(language: codeLang), text: codeLines.joined(separator: "\n")))
-        } else {
-            let text = buffer.joined(separator: "\n").trimmingCharacters(in: .whitespacesAndNewlines)
-            if !text.isEmpty {
-                blocks.append(Block(kind: .text, text: text))
-            }
-        }
-
-        return blocks.isEmpty ? [Block(kind: .text, text: raw)] : blocks
-    }
-
-    private static func extractInlineImages(from raw: String) -> (cleaned: String, images: [InlineImage]) {
-        let pattern = #"!\[([^\]]*)\]\((data:image\/[^;]+;base64,[^)]+)\)"#
-        guard let re = try? NSRegularExpression(pattern: pattern) else {
-            return (raw, [])
-        }
-
-        let ns = raw as NSString
-        let matches = re.matches(in: raw, range: NSRange(location: 0, length: ns.length))
-        if matches.isEmpty { return (raw, []) }
-
-        var images: [InlineImage] = []
-        var cleaned = raw
-
-        for match in matches.reversed() {
-            guard match.numberOfRanges >= 3 else { continue }
-            let label = ns.substring(with: match.range(at: 1))
-            let dataURL = ns.substring(with: match.range(at: 2))
-
-            let image: ClawdbotPlatformImage? = {
-                guard let comma = dataURL.firstIndex(of: ",") else { return nil }
-                let b64 = String(dataURL[dataURL.index(after: comma)...])
-                guard let data = Data(base64Encoded: b64) else { return nil }
-                return ClawdbotPlatformImage(data: data)
-            }()
-            images.append(InlineImage(label: label, image: image))
-
-            let start = cleaned.index(cleaned.startIndex, offsetBy: match.range.location)
-            let end = cleaned.index(start, offsetBy: match.range.length)
-            cleaned.replaceSubrange(start..<end, with: "")
-        }
-
-        let normalized = cleaned
-            .replacingOccurrences(of: "\n\n\n", with: "\n\n")
-            .trimmingCharacters(in: .whitespacesAndNewlines)
-        return (normalized, images.reversed())
-    }
-}

apps/shared/ClawdbotKit/Sources/ClawdbotChatUI/ChatMessageViews.swift

@@ -137,10 +137,16 @@ private struct ChatBubbleShape: InsettableShape {
 struct ChatMessageBubble: View {
     let message: ClawdbotChatMessage
     let style: ClawdbotChatView.Style
+    let markdownVariant: ChatMarkdownVariant
     let userAccent: Color?
 
     var body: some View {
-        ChatMessageBody(message: self.message, isUser: self.isUser, style: self.style, userAccent: self.userAccent)
+        ChatMessageBody(
+            message: self.message,
+            isUser: self.isUser,
+            style: self.style,
+            markdownVariant: self.markdownVariant,
+            userAccent: self.userAccent)
             .frame(maxWidth: ChatUIConstants.bubbleMaxWidth, alignment: self.isUser ? .trailing : .leading)
             .frame(maxWidth: .infinity, alignment: self.isUser ? .trailing : .leading)
             .padding(.horizontal, 2)
@@ -154,6 +160,7 @@ private struct ChatMessageBody: View {
     let message: ClawdbotChatMessage
     let isUser: Bool
     let style: ClawdbotChatView.Style
+    let markdownVariant: ChatMarkdownVariant
     let userAccent: Color?
 
     var body: some View {
@@ -169,39 +176,14 @@ private struct ChatMessageBody: View {
                         isUser: self.isUser)
                 }
             } else if self.isUser {
-                let split = ChatMarkdownSplitter.split(markdown: text)
-                ForEach(split.blocks) { block in
-                    switch block.kind {
-                    case .text:
-                        MarkdownTextView(text: block.text, textColor: textColor, font: .system(size: 14))
-                    case let .code(language):
-                        CodeBlockView(code: block.text, language: language, isUser: self.isUser)
-                    }
-                }
-
-                if !split.images.isEmpty {
-                    ForEach(
-                        split.images,
-                        id: \ChatMarkdownSplitter.InlineImage.id)
-                    { (item: ChatMarkdownSplitter.InlineImage) in
-                        if let img = item.image {
-                            ClawdbotPlatformImageFactory.image(img)
-                                .resizable()
-                                .scaledToFit()
-                                .frame(maxHeight: 260)
-                                .clipShape(RoundedRectangle(cornerRadius: 12, style: .continuous))
-                                .overlay(
-                                    RoundedRectangle(cornerRadius: 12, style: .continuous)
-                                        .strokeBorder(Color.white.opacity(0.12), lineWidth: 1))
-                        } else {
-                            Text(item.label.isEmpty ? "Image" : item.label)
-                                .font(.footnote)
-                                .foregroundStyle(.secondary)
-                        }
-                    }
-                }
+                ChatMarkdownRenderer(
+                    text: text,
+                    context: .user,
+                    variant: self.markdownVariant,
+                    font: .system(size: 14),
+                    textColor: textColor)
             } else {
-                ChatAssistantTextBody(text: text)
+                ChatAssistantTextBody(text: text, markdownVariant: self.markdownVariant)
             }
 
             if !self.inlineAttachments.isEmpty {
@@ -505,10 +487,11 @@ extension ChatTypingIndicatorBubble: @MainActor Equatable {
 @MainActor
 struct ChatStreamingAssistantBubble: View {
     let text: String
+    let markdownVariant: ChatMarkdownVariant
 
     var body: some View {
         VStack(alignment: .leading, spacing: 10) {
-            ChatAssistantTextBody(text: self.text)
+            ChatAssistantTextBody(text: self.text, markdownVariant: self.markdownVariant)
         }
         .padding(12)
         .background(
@@ -612,114 +595,22 @@ private struct TypingDots: View {
     }
 }
 
-@MainActor
-private struct MarkdownTextView: View {
-    let text: String
-    let textColor: Color
-    let font: Font
-
-    var body: some View {
-        let normalized = self.text.replacingOccurrences(
-            of: "(?<!\\n)\\n(?!\\n)",
-            with: " ",
-            options: .regularExpression)
-        let options = AttributedString.MarkdownParsingOptions(
-            interpretedSyntax: .inlineOnlyPreservingWhitespace)
-        if let attributed = try? AttributedString(markdown: normalized, options: options) {
-            Text(attributed)
-                .font(self.font)
-                .foregroundStyle(self.textColor)
-        } else {
-            Text(normalized)
-                .font(self.font)
-                .foregroundStyle(self.textColor)
-        }
-    }
-}
-
-@MainActor
 private struct ChatAssistantTextBody: View {
     let text: String
+    let markdownVariant: ChatMarkdownVariant
 
     var body: some View {
         let segments = AssistantTextParser.segments(from: self.text)
         VStack(alignment: .leading, spacing: 10) {
             ForEach(segments) { segment in
                 let font = segment.kind == .thinking ? Font.system(size: 14).italic() : Font.system(size: 14)
-                ChatMarkdownBody(text: segment.text, textColor: ClawdbotChatTheme.assistantText, font: font)
+                ChatMarkdownRenderer(
+                    text: segment.text,
+                    context: .assistant,
+                    variant: self.markdownVariant,
+                    font: font,
+                    textColor: ClawdbotChatTheme.assistantText)
             }
         }
     }
 }
-
-@MainActor
-private struct ChatMarkdownBody: View {
-    let text: String
-    let textColor: Color
-    let font: Font
-
-    var body: some View {
-        let split = ChatMarkdownSplitter.split(markdown: self.text)
-        VStack(alignment: .leading, spacing: 10) {
-            ForEach(split.blocks) { block in
-                switch block.kind {
-                case .text:
-                    MarkdownTextView(text: block.text, textColor: self.textColor, font: self.font)
-                case let .code(language):
-                    CodeBlockView(code: block.text, language: language, isUser: false)
-                }
-            }
-
-            if !split.images.isEmpty {
-                ForEach(
-                    split.images,
-                    id: \ChatMarkdownSplitter.InlineImage.id)
-                { (item: ChatMarkdownSplitter.InlineImage) in
-                    if let img = item.image {
-                        ClawdbotPlatformImageFactory.image(img)
-                            .resizable()
-                            .scaledToFit()
-                            .frame(maxHeight: 260)
-                            .clipShape(RoundedRectangle(cornerRadius: 12, style: .continuous))
-                            .overlay(
-                                RoundedRectangle(cornerRadius: 12, style: .continuous)
-                                    .strokeBorder(Color.white.opacity(0.12), lineWidth: 1))
-                    } else {
-                        Text(item.label.isEmpty ? "Image" : item.label)
-                            .font(.footnote)
-                            .foregroundStyle(.secondary)
-                    }
-                }
-            }
-        }
-        .textSelection(.enabled)
-    }
-}
-
-@MainActor
-private struct CodeBlockView: View {
-    let code: String
-    let language: String?
-    let isUser: Bool
-
-    var body: some View {
-        VStack(alignment: .leading, spacing: 8) {
-            if let language, !language.isEmpty {
-                Text(language)
-                    .font(.caption2.monospaced())
-                    .foregroundStyle(.secondary)
-            }
-            Text(self.code)
-                .font(.system(size: 13, weight: .regular, design: .monospaced))
-                .foregroundStyle(self.isUser ? .white : .primary)
-                .textSelection(.enabled)
-        }
-        .padding(12)
-        .frame(maxWidth: .infinity, alignment: .leading)
-        .background(self.isUser ? Color.white.opacity(0.16) : Color.black.opacity(0.06))
-        .overlay(
-            RoundedRectangle(cornerRadius: 12, style: .continuous)
-                .strokeBorder(Color.black.opacity(0.08), lineWidth: 1))
-        .clipShape(RoundedRectangle(cornerRadius: 12, style: .continuous))
-    }
-}

apps/shared/ClawdbotKit/Sources/ClawdbotChatUI/ChatView.swift

@@ -14,6 +14,7 @@ public struct ClawdbotChatView: View {
     @State private var hasPerformedInitialScroll = false
     private let showsSessionSwitcher: Bool
     private let style: Style
+    private let markdownVariant: ChatMarkdownVariant
     private let userAccent: Color?
 
     private enum Layout {
@@ -42,11 +43,13 @@ public struct ClawdbotChatView: View {
         viewModel: ClawdbotChatViewModel,
         showsSessionSwitcher: Bool = false,
         style: Style = .standard,
+        markdownVariant: ChatMarkdownVariant = .standard,
         userAccent: Color? = nil)
     {
         self._viewModel = State(initialValue: viewModel)
         self.showsSessionSwitcher = showsSessionSwitcher
         self.style = style
+        self.markdownVariant = markdownVariant
         self.userAccent = userAccent
     }
 
@@ -151,7 +154,11 @@ public struct ClawdbotChatView: View {
     @ViewBuilder
     private var messageListRows: some View {
         ForEach(self.visibleMessages) { msg in
-            ChatMessageBubble(message: msg, style: self.style, userAccent: self.userAccent)
+            ChatMessageBubble(
+                message: msg,
+                style: self.style,
+                markdownVariant: self.markdownVariant,
+                userAccent: self.userAccent)
                 .frame(
                     maxWidth: .infinity,
                     alignment: msg.role.lowercased() == "user" ? .trailing : .leading)
@@ -172,7 +179,7 @@ public struct ClawdbotChatView: View {
         }
 
         if let text = self.viewModel.streamingAssistantText, AssistantTextParser.hasVisibleContent(in: text) {
-            ChatStreamingAssistantBubble(text: text)
+            ChatStreamingAssistantBubble(text: text, markdownVariant: self.markdownVariant)
                 .frame(maxWidth: .infinity, alignment: .leading)
         }
     }

apps/shared/ClawdbotKit/Sources/ClawdbotKit/SystemCommands.swift

@@ -2,6 +2,7 @@ import Foundation
 
 public enum ClawdbotSystemCommand: String, Codable, Sendable {
     case run = "system.run"
+    case which = "system.which"
     case notify = "system.notify"
 }
 
@@ -39,6 +40,14 @@ public struct ClawdbotSystemRunParams: Codable, Sendable, Equatable {
     }
 }
 
+public struct ClawdbotSystemWhichParams: Codable, Sendable, Equatable {
+    public var bins: [String]
+
+    public init(bins: [String]) {
+        self.bins = bins
+    }
+}
+
 public struct ClawdbotSystemNotifyParams: Codable, Sendable, Equatable {
     public var title: String
     public var body: String

apps/shared/ClawdbotKit/Tests/ClawdbotKitTests/ChatMarkdownPreprocessorTests.swift

@@ -0,0 +1,20 @@
+import Testing
+@testable import ClawdbotChatUI
+
+@Suite("ChatMarkdownPreprocessor")
+struct ChatMarkdownPreprocessorTests {
+    @Test func extractsDataURLImages() {
+        let base64 = "iVBORw0KGgoAAAANSUhEUgAAAAEAAAABCAYAAAAfFcSJAAAADUlEQVQIHWP4////GQAJ+wP/2hN8NwAAAABJRU5ErkJggg=="
+        let markdown = """
+        Hello
+
+        ![Pixel](data:image/png;base64,\(base64))
+        """
+
+        let result = ChatMarkdownPreprocessor.preprocess(markdown: markdown)
+
+        #expect(result.cleaned == "Hello")
+        #expect(result.images.count == 1)
+        #expect(result.images.first?.image != nil)
+    }
+}

docs/channels/discord.md

@@ -227,6 +227,8 @@ Outbound Discord API calls retry on rate limits (429) using Discord `retry_after
       actions: {
         reactions: true,
         stickers: true,
+        emojiUploads: true,
+        stickerUploads: true,
         polls: true,
         permissions: true,
         messages: true,
@@ -237,6 +239,7 @@ Outbound Discord API calls retry on rate limits (429) using Discord `retry_after
         roleInfo: true,
         roles: false,
         channelInfo: true,
+        channels: true,
         voiceStatus: true,
         events: true,
         moderation: false
@@ -304,8 +307,9 @@ ack reaction after the bot replies.
 - `retry`: retry policy for outbound Discord API calls (attempts, minDelayMs, maxDelayMs, jitter).
 - `actions`: per-action tool gates; omit to allow all (set `false` to disable).
   - `reactions` (covers react + read reactions)
-  - `stickers`, `polls`, `permissions`, `messages`, `threads`, `pins`, `search`
+  - `stickers`, `emojiUploads`, `stickerUploads`, `polls`, `permissions`, `messages`, `threads`, `pins`, `search`
   - `memberInfo`, `roleInfo`, `channelInfo`, `voiceStatus`, `events`
+  - `channels` (create/edit/delete channels + categories + permissions)
   - `roles` (role add/remove, default `false`)
   - `moderation` (timeout/kick/ban, default `false`)
 
@@ -321,6 +325,8 @@ Reaction notifications use `guilds.<id>.reactionNotifications`:
 | --- | --- | --- |
 | reactions | enabled | React + list reactions + emojiList |
 | stickers | enabled | Send stickers |
+| emojiUploads | enabled | Upload emojis |
+| stickerUploads | enabled | Upload stickers |
 | polls | enabled | Create polls |
 | permissions | enabled | Channel permission snapshot |
 | messages | enabled | Read/send/edit/delete |
@@ -330,6 +336,7 @@ Reaction notifications use `guilds.<id>.reactionNotifications`:
 | memberInfo | enabled | Member info |
 | roleInfo | enabled | Role list |
 | channelInfo | enabled | Channel info + list |
+| channels | enabled | Channel/category management |
 | voiceStatus | enabled | Voice state lookup |
 | events | enabled | List/create scheduled events |
 | roles | disabled | Role add/remove |

docs/channels/telegram.md

@@ -101,6 +101,29 @@ group messages, so use admin if you need full visibility.
 - Raw HTML from models is escaped to avoid Telegram parse errors.
 - If Telegram rejects the HTML payload, Clawdbot retries the same message as plain text.
 
+## Commands (native + custom)
+Clawdbot registers native commands (like `/status`, `/reset`, `/model`) with Telegram’s bot menu on startup.
+You can add custom commands to the menu via config:
+
+```json5
+{
+  channels: {
+    telegram: {
+      customCommands: [
+        { command: "backup", description: "Git backup" },
+        { command: "generate", description: "Create an image" }
+      ]
+    }
+  }
+}
+```
+
+Notes:
+- Custom commands are **menu entries only**; Clawdbot does not implement them unless you handle them elsewhere.
+- Command names are normalized (leading `/` stripped, lowercased) and must match `a-z`, `0-9`, `_` (1–32 chars).
+- Custom commands **cannot override native commands**. Conflicts are ignored and logged.
+- If `commands.native` is disabled, only custom commands are registered (or cleared if none).
+
 ## Limits
 - Outbound text is chunked to `channels.telegram.textChunkLimit` (default 4000).
 - Media downloads/uploads are capped by `channels.telegram.mediaMaxMb` (default 5).

docs/cli/config.md

@@ -0,0 +1,41 @@
+---
+summary: "CLI reference for `clawdbot config` (get/set/unset config values)"
+read_when:
+  - You want to read or edit config non-interactively
+---
+
+# `clawdbot config`
+
+Config helpers: get/set/unset values by path. Run without a subcommand to open
+the configure wizard (same as `clawdbot configure`).
+
+## Examples
+
+```bash
+clawdbot config get browser.executablePath
+clawdbot config set browser.executablePath "/usr/bin/google-chrome"
+clawdbot config set agents.defaults.heartbeat.every "2h"
+clawdbot config unset tools.web.search.apiKey
+```
+
+## Paths
+
+Paths use dot or bracket notation:
+
+```bash
+clawdbot config get agents.defaults.workspace
+clawdbot config get agents.list[0].id
+```
+
+## Values
+
+Values are parsed as JSON5 when possible; otherwise they are treated as strings.
+Use `--json` to require JSON5 parsing.
+
+```bash
+clawdbot config set agents.defaults.heartbeat.every "0m"
+clawdbot config set gateway.port 19001 --json
+clawdbot config set channels.whatsapp.groups '["*"]' --json
+```
+
+Restart the gateway after edits.

docs/cli/configure.md

@@ -1,15 +1,19 @@
 ---
-summary: "CLI reference for `clawdbot configure` / `clawdbot config` (interactive configuration prompts)"
+summary: "CLI reference for `clawdbot configure` (interactive configuration prompts)"
 read_when:
   - You want to tweak credentials, devices, or agent defaults interactively
 ---
 
-# `clawdbot configure` (alias: `config`)
+# `clawdbot configure`
 
 Interactive prompt to set up credentials, devices, and agent defaults.
 
+Tip: `clawdbot config` without a subcommand opens the same wizard. Use
+`clawdbot config get|set|unset` for non-interactive edits.
+
 Related:
 - Gateway configuration reference: [Configuration](/gateway/configuration)
+- Config CLI: [Config](/cli/config)
 
 Notes:
 - Choosing where the Gateway runs always updates `gateway.mode`. You can select "Continue" without other sections if that is all you need.

docs/cli/daemon.md

@@ -15,3 +15,6 @@ Related:
 
 Tip: run `clawdbot daemon --help` for platform-specific flags.
 
+Notes:
+- `daemon status` supports `--json` for scripting.
+- `daemon install|uninstall|start|stop|restart` support `--json` for scripting (default output stays human-friendly).

docs/cli/index.md

@@ -13,7 +13,8 @@ This page describes the current CLI behavior. If commands change, update this do
 
 - [`setup`](/cli/setup)
 - [`onboard`](/cli/onboard)
-- [`configure`](/cli/configure) (alias: `config`)
+- [`configure`](/cli/configure)
+- [`config`](/cli/config)
 - [`doctor`](/cli/doctor)
 - [`dashboard`](/cli/dashboard)
 - [`reset`](/cli/reset)
@@ -83,7 +84,11 @@ Palette source of truth: `src/terminal/palette.ts` (aka “lobster seam”).
 clawdbot [--dev] [--profile <name>] <command>
   setup
   onboard
-  configure (alias: config)
+  configure
+  config
+    get
+    set
+    unset
   doctor
   security
     audit
@@ -310,9 +315,18 @@ Options:
 - `--node-manager <npm|pnpm|bun>` (pnpm recommended; bun not recommended for Gateway runtime)
 - `--json`
 
-### `configure` / `config`
+### `configure`
 Interactive configuration wizard (models, channels, skills, gateway).
 
+### `config`
+Non-interactive config helpers (get/set/unset). Running `clawdbot config` with no
+subcommand launches the wizard.
+
+Subcommands:
+- `config get <path>`: print a config value (dot/bracket path).
+- `config set <path> <value>`: set a value (JSON5 or raw string).
+- `config unset <path>`: remove a value.
+
 ### `doctor`
 Health checks + quick fixes (config + gateway + legacy services).
 
@@ -594,8 +608,9 @@ Notes:
 - `daemon status` supports `--no-probe`, `--deep`, and `--json` for scripting.
 - `daemon status` also surfaces legacy or extra gateway services when it can detect them (`--deep` adds system-level scans). Profile-named Clawdbot services are treated as first-class and aren't flagged as "extra".
 - `daemon status` prints which config path the CLI uses vs which config the daemon likely uses (service env), plus the resolved probe target URL.
+- `daemon install|uninstall|start|stop|restart` support `--json` for scripting (default output stays human-friendly).
 - `daemon install` defaults to Node runtime; bun is **not recommended** (WhatsApp/Telegram bugs).
-- `daemon install` options: `--port`, `--runtime`, `--token`, `--force`.
+- `daemon install` options: `--port`, `--runtime`, `--token`, `--force`, `--json`.
 
 ### `logs`
 Tail Gateway file logs via RPC.

docs/cli/plugins.md

@@ -21,6 +21,8 @@ clawdbot plugins info <id>
 clawdbot plugins enable <id>
 clawdbot plugins disable <id>
 clawdbot plugins doctor
+clawdbot plugins update <id>
+clawdbot plugins update --all
 ```
 
 ### Install
@@ -31,3 +33,12 @@ clawdbot plugins install <npm-spec>
 
 Security note: treat plugin installs like running code. Prefer pinned versions.
 
+### Update
+
+```bash
+clawdbot plugins update <id>
+clawdbot plugins update --all
+clawdbot plugins update <id> --dry-run
+```
+
+Updates only apply to plugins installed from npm (tracked in `plugins.installs`).

docs/gateway/bridge-protocol.md

@@ -28,8 +28,12 @@ If you are building an operator client (CLI, web UI, automations), use the
 ## Transport
 
 - TCP, one JSON object per line (JSONL).
+- Optional TLS (when `bridge.tls.enabled` is true).
 - Gateway owns the listener (default `18790`).
 
+When TLS is enabled, discovery TXT records include `bridgeTls=1` plus
+`bridgeTlsSha256` so nodes can pin the certificate.
+
 ## Handshake + pairing
 
 1) Client sends `hello` with node metadata + token (if already paired).  

docs/gateway/configuration.md

@@ -871,6 +871,7 @@ Notes:
 - `commands.text: false` disables parsing chat messages for commands.
 - `commands.native: "auto"` (default) turns on native commands for Discord/Telegram and leaves Slack off; unsupported channels stay text-only.
 - Set `commands.native: true|false` to force all, or override per channel with `channels.discord.commands.native`, `channels.telegram.commands.native`, `channels.slack.commands.native` (bool or `"auto"`). `false` clears previously registered commands on Discord/Telegram at startup; Slack commands are managed in the Slack app.
+- `channels.telegram.customCommands` adds extra Telegram bot menu entries. Names are normalized; conflicts with native commands are ignored.
 - `commands.bash: true` enables `! <cmd>` to run host shell commands (`/bash <cmd>` also works as an alias). Requires `tools.elevated.enabled` and allowlisting the sender in `tools.elevated.allowFrom.<channel>`.
 - `commands.bashForegroundMs` controls how long bash waits before backgrounding. While a bash job is running, new `! <cmd>` requests are rejected (one at a time).
 - `commands.config: true` enables `/config` (reads/writes `clawdbot.json`).
@@ -929,6 +930,10 @@ Set `channels.telegram.configWrites: false` to block Telegram-initiated config w
           }
         }
       },
+      customCommands: [
+        { command: "backup", description: "Git backup" },
+        { command: "generate", description: "Create an image" }
+      ],
       historyLimit: 50,                     // include last N group messages as context (0 disables)
       replyToMode: "first",                 // off | first | all
       streamMode: "partial",               // off | partial | block (draft streaming; separate from block streaming)
@@ -2396,7 +2401,7 @@ Defaults:
 - CDP URL: `http://127.0.0.1:18792` (control URL + 1, legacy single-profile)
 - profile color: `#FF4500` (lobster-orange)
 - Note: the control server is started by the running gateway (Clawdbot.app menubar, or `clawdbot gateway`).
-- Auto-detect order: Chrome → Brave → Edge → Chromium → Chrome Canary.
+- Auto-detect order: default browser if Chromium-based; otherwise Chrome → Brave → Edge → Chromium → Chrome Canary.
 
 ```json5
 {
@@ -2732,12 +2737,29 @@ Bind modes:
 - `loopback`: `127.0.0.1` (local only)
 - `auto`: prefer tailnet IP if present, else `lan`
 
+TLS:
+- `bridge.tls.enabled`: enable TLS for bridge connections (TLS-only when enabled).
+- `bridge.tls.autoGenerate`: generate a self-signed cert when no cert/key are present (default: true).
+- `bridge.tls.certPath` / `bridge.tls.keyPath`: PEM paths for the bridge certificate + private key.
+- `bridge.tls.caPath`: optional PEM CA bundle (custom roots or future mTLS).
+
+When TLS is enabled, the Gateway advertises `bridgeTls=1` and `bridgeTlsSha256` in discovery TXT
+records so nodes can pin the certificate. Manual connections use trust-on-first-use if no
+fingerprint is stored yet.
+Auto-generated certs require `openssl` on PATH; if generation fails, the bridge will not start.
+
 ```json5
 {
   bridge: {
     enabled: true,
     port: 18790,
-    bind: "tailnet"
+    bind: "tailnet",
+    tls: {
+      enabled: true,
+      // Uses ~/.clawdbot/bridge/tls/bridge-{cert,key}.pem when omitted.
+      // certPath: "~/.clawdbot/bridge/tls/bridge-cert.pem",
+      // keyPath: "~/.clawdbot/bridge/tls/bridge-key.pem"
+    }
   }
 }
 ```

docs/gateway/security.md

@@ -161,6 +161,15 @@ Even with strong system prompts, **prompt injection is not solved**. What helps
 - Run sensitive tool execution in a sandbox; keep secrets out of the agent’s reachable filesystem.
 - **Model choice matters:** older/legacy models can be less robust against prompt injection and tool misuse. Prefer modern, instruction-hardened models for any bot with tools. We recommend Anthropic Opus 4.5 because it’s quite good at recognizing prompt injections (see [“A step forward on safety”](https://www.anthropic.com/news/claude-opus-4-5)).
 
+### Model strength (security note)
+
+Prompt injection resistance is **not** uniform across model tiers. Smaller/cheaper models are generally more susceptible to tool misuse and instruction hijacking, especially under adversarial prompts.
+
+Recommendations:
+- **Use the latest generation, best-tier model** for any bot that can run tools or touch files/networks.
+- **Avoid weaker tiers** (for example, Sonnet or Haiku) for tool-enabled agents or untrusted inboxes.
+- If you must use a smaller model, **reduce blast radius** (read-only tools, strong sandboxing, minimal filesystem access, strict allowlists).
+
 ## Reasoning & verbose output in groups
 
 `/reasoning` and `/verbose` can expose internal reasoning or tool output that

docs/gateway/troubleshooting.md

@@ -169,6 +169,20 @@ The agent was interrupted mid-response.
 
 **Fix:** Just send another message. The session continues.
 
+### "Agent failed before reply: Unknown model: anthropic/claude-haiku-3-5"
+
+Clawdbot intentionally rejects **older/insecure models** (especially those more
+vulnerable to prompt injection). If you see this error, the model name is no
+longer supported.
+
+**Fix:**
+- Pick a **latest** model for the provider and update your config or model alias.
+- If you’re unsure which models are available, run `clawdbot models list` or
+  `clawdbot models scan` and choose a supported one.
+- Check gateway logs for the detailed failure reason.
+
+See also: [Models CLI](/cli/models) and [Model providers](/concepts/model-providers).
+
 ### Messages Not Triggering
 
 **Check 1:** Is the sender allowlisted?
@@ -306,6 +320,139 @@ Clawdbot keeps conversation history in memory.
 }
 ```
 
+## Common troubleshooting
+
+### “All models failed” — what should I check first?
+
+- **Credentials** present for the provider(s) being tried (auth profiles + env vars).
+- **Model routing**: confirm `agents.defaults.model.primary` and fallbacks are models you can access.
+- **Gateway logs** in `/tmp/clawdbot/…` for the exact provider error.
+- **Model status**: use `/model status` (chat) or `clawdbot models status` (CLI).
+
+### I’m running on my personal WhatsApp number — why is self-chat weird?
+
+Enable self-chat mode and allowlist your own number:
+
+```json5
+{
+  channels: {
+    whatsapp: {
+      selfChatMode: true,
+      dmPolicy: "allowlist",
+      allowFrom: ["+15555550123"]
+    }
+  }
+}
+```
+
+See [WhatsApp setup](/channels/whatsapp).
+
+### WhatsApp logged me out. How do I re‑auth?
+
+Run the login command again and scan the QR code:
+
+```bash
+clawdbot channels login
+```
+
+### Build errors on `main` — what’s the standard fix path?
+
+1) `git pull origin main && pnpm install`
+2) `pnpm clawdbot doctor`
+3) Check GitHub issues or Discord
+4) Temporary workaround: check out an older commit
+
+### npm install fails (allow-build-scripts / missing tar or yargs). What now?
+
+If you’re running from source, use the repo’s package manager: **pnpm** (preferred).
+The repo declares `packageManager: "pnpm@…"`, and pnpm patches are tracked in `pnpm.patchedDependencies`.
+
+Typical recovery:
+```bash
+git status   # ensure you’re in the repo root
+pnpm install
+pnpm build
+pnpm clawdbot doctor
+clawdbot daemon restart
+```
+
+Why: pnpm is the configured package manager for this repo, and the dependency
+patching workflow relies on it.
+
+### How do I switch between git installs and npm installs?
+
+Use the **website installer** and select the install method with a flag. It
+upgrades in place and rewrites the gateway service to point at the new install.
+
+Switch **to git install**:
+```bash
+curl -fsSL https://clawd.bot/install.sh | bash -s -- --install-method git --no-onboard
+```
+
+Switch **to npm global**:
+```bash
+curl -fsSL https://clawd.bot/install.sh | bash
+```
+
+Notes:
+- The git flow only rebases if the repo is clean. Commit or stash changes first.
+- After switching, run:
+  ```bash
+  clawdbot doctor
+  clawdbot daemon restart
+  ```
+
+### Telegram block streaming isn’t splitting text between tool calls. Why?
+
+Block streaming only sends **completed text blocks**. Common reasons you see a single message:
+- `agents.defaults.blockStreamingDefault` is still `"off"`.
+- `channels.telegram.blockStreaming` is set to `false`.
+- `channels.telegram.streamMode` is `partial` or `block` **and draft streaming is active**
+  (private chat + topics). Draft streaming disables block streaming in that case.
+- Your `minChars` / coalesce settings are too high, so chunks get merged.
+- The model emits one large text block (no mid‑reply flush points).
+
+Fix checklist:
+1) Put block streaming settings under `agents.defaults`, not the root.
+2) Set `channels.telegram.streamMode: "off"` if you want real multi‑message block replies.
+3) Use smaller chunk/coalesce thresholds while debugging.
+
+See [Streaming](/concepts/streaming).
+
+### Discord doesn’t reply in my server even with `requireMention: false`. Why?
+
+`requireMention` only controls mention‑gating **after** the channel passes allowlists.
+By default `channels.discord.groupPolicy` is **allowlist**, so guilds must be explicitly enabled.
+If you set `channels.discord.guilds.<guildId>.channels`, only the listed channels are allowed; omit it to allow all channels in the guild.
+
+Fix checklist:
+1) Set `channels.discord.groupPolicy: "open"` **or** add a guild allowlist entry (and optionally a channel allowlist).
+2) Use **numeric channel IDs** in `channels.discord.guilds.<guildId>.channels`.
+3) Put `requireMention: false` **under** `channels.discord.guilds` (global or per‑channel).
+   Top‑level `channels.discord.requireMention` is not a supported key.
+4) Ensure the bot has **Message Content Intent** and channel permissions.
+5) Run `clawdbot channels status --probe` for audit hints.
+
+Docs: [Discord](/channels/discord), [Channels troubleshooting](/channels/troubleshooting).
+
+### Cloud Code Assist API error: invalid tool schema (400). What now?
+
+This is almost always a **tool schema compatibility** issue. The Cloud Code Assist
+endpoint accepts a strict subset of JSON Schema. Clawdbot scrubs/normalizes tool
+schemas in current `main`, but the fix is not in the last release yet (as of
+January 13, 2026).
+
+Fix checklist:
+1) **Update Clawdbot**:
+   - If you can run from source, pull `main` and restart the gateway.
+   - Otherwise, wait for the next release that includes the schema scrubber.
+2) Avoid unsupported keywords like `anyOf/oneOf/allOf`, `patternProperties`,
+   `additionalProperties`, `minLength`, `maxLength`, `format`, etc.
+3) If you define custom tools, keep the top‑level schema as `type: "object"` with
+   `properties` and simple enums.
+
+See [Tools](/tools) and [TypeBox schemas](/concepts/typebox).
+
 ## macOS Specific Issues
 
 ### App Crashes when Granting Permissions (Speech/Mic)

docs/platforms/macos.md

@@ -84,7 +84,7 @@ Schema:
 Notes:
 - `allowlist` entries are JSON-encoded argv arrays.
 - Choosing “Always Allow” in the prompt adds that command to the allowlist.
-- Allowlisted runs ignore `PATH` overrides; other env vars are merged with the app’s environment.
+- `system.run` environment overrides are filtered (drops `PATH`, `DYLD_*`, `LD_*`, `NODE_OPTIONS`, `PYTHON*`, `PERL*`, `RUBYOPT`) and then merged with the app’s environment.
 
 ## Deep links
 

docs/plugin.md

@@ -160,11 +160,15 @@ clawdbot plugins install <path>              # add a local file/dir to plugins.l
 clawdbot plugins install ./extensions/voice-call # relative path ok
 clawdbot plugins install ./plugin.tgz        # install from a local tarball
 clawdbot plugins install @clawdbot/voice-call # install from npm
+clawdbot plugins update <id>
+clawdbot plugins update --all
 clawdbot plugins enable <id>
 clawdbot plugins disable <id>
 clawdbot plugins doctor
 ```
 
+`plugins update` only works for npm installs tracked under `plugins.installs`.
+
 Plugins may also register their own top‑level commands (example: `clawdbot voicecall`).
 
 ## Plugin API (overview)

docs/start/faq.md

@@ -70,11 +70,14 @@ Quick answers plus deeper troubleshooting for real-world setups (local dev, VPS,
   - [I set `COPILOT_GITHUB_TOKEN`, but models status shows “Shell env: off.” Why?](#i-set-copilot_github_token-but-models-status-shows-shell-env-off-why)
 - [Sessions & multiple chats](#sessions-multiple-chats)
   - [How do I start a fresh conversation?](#how-do-i-start-a-fresh-conversation)
-  - [How do I completely reset Clawdbot (but keep it installed)?](#how-do-i-completely-reset-clawdbot-but-keep-it-installed)
+  - [Do sessions reset automatically if I never send `/new`?](#do-sessions-reset-automatically-if-i-never-send-new)
+  - [How do I completely reset Clawdbot but keep it installed?](#how-do-i-completely-reset-clawdbot-but-keep-it-installed)
   - [I’m getting “context too large” errors — how do I reset or compact?](#im-getting-context-too-large-errors-how-do-i-reset-or-compact)
+  - [Why am I getting heartbeat messages every 30 minutes?](#why-am-i-getting-heartbeat-messages-every-30-minutes)
   - [Do I need to add a “bot account” to a WhatsApp group?](#do-i-need-to-add-a-bot-account-to-a-whatsapp-group)
   - [Why doesn’t Clawdbot reply in a group?](#why-doesnt-clawdbot-reply-in-a-group)
   - [Do groups/threads share context with DMs?](#do-groupsthreads-share-context-with-dms)
+  - [How many workspaces and agents can I create?](#how-many-workspaces-and-agents-can-i-create)
 - [Models: defaults, selection, aliases, switching](#models-defaults-selection-aliases-switching)
   - [What is the “default model”?](#what-is-the-default-model)
   - [How do I switch models on the fly (without restarting)?](#how-do-i-switch-models-on-the-fly-without-restarting)
@@ -107,25 +110,17 @@ Quick answers plus deeper troubleshooting for real-world setups (local dev, VPS,
 - [Logging and debugging](#logging-and-debugging)
   - [Where are logs?](#where-are-logs)
   - [How do I start/stop/restart the Gateway daemon?](#how-do-i-startstoprestart-the-gateway-daemon)
+  - [ELI5: `clawdbot daemon restart` vs `clawdbot gateway`](#eli5-clawdbot-daemon-restart-vs-clawdbot-gateway)
   - [What’s the fastest way to get more details when something fails?](#whats-the-fastest-way-to-get-more-details-when-something-fails)
 - [Media & attachments](#media-attachments)
   - [My skill generated an image/PDF, but nothing was sent](#my-skill-generated-an-imagepdf-but-nothing-was-sent)
 - [Security and access control](#security-and-access-control)
   - [Is it safe to expose Clawdbot to inbound DMs?](#is-it-safe-to-expose-clawdbot-to-inbound-dms)
+  - [I ran `/start` in Telegram but didn’t get a pairing code](#i-ran-start-in-telegram-but-didnt-get-a-pairing-code)
   - [WhatsApp: will it message my contacts? How does pairing work?](#whatsapp-will-it-message-my-contacts-how-does-pairing-work)
 - [Chat commands, aborting tasks, and “it won’t stop”](#chat-commands-aborting-tasks-and-it-wont-stop)
   - [How do I stop/cancel a running task?](#how-do-i-stopcancel-a-running-task)
   - [Why does it feel like the bot “ignores” rapid‑fire messages?](#why-does-it-feel-like-the-bot-ignores-rapidfire-messages)
-- [Common troubleshooting](#common-troubleshooting)
-  - [“All models failed” — what should I check first?](#all-models-failed-what-should-i-check-first)
-  - [I’m running on my personal WhatsApp number — why is self-chat weird?](#im-running-on-my-personal-whatsapp-number-why-is-self-chat-weird)
-  - [WhatsApp logged me out. How do I re‑auth?](#whatsapp-logged-me-out-how-do-i-reauth)
-  - [Build errors on `main` — what’s the standard fix path?](#build-errors-on-main-whats-the-standard-fix-path)
-  - [npm install fails (allow-build-scripts / missing tar or yargs). What now?](#npm-install-fails-allow-build-scripts--missing-tar-or-yargs-what-now)
-  - [How do I switch between git installs and npm installs?](#how-do-i-switch-between-git-installs-and-npm-installs)
-  - [Telegram block streaming isn’t splitting text between tool calls. Why?](#telegram-block-streaming-isnt-splitting-text-between-tool-calls-why)
-  - [Discord doesn’t reply in my server even with `requireMention: false`. Why?](#discord-doesnt-reply-in-my-server-even-with-requiremention-false-why)
-  - [Cloud Code Assist API error: invalid tool schema (400). What now?](#cloud-code-assist-api-error-invalid-tool-schema-400-what-now)
 
 ## First 60 seconds if something's broken
 
@@ -858,7 +853,21 @@ See [/concepts/model-providers](/concepts/model-providers) and [/environment](/e
 
 Send `/new` or `/reset` as a standalone message. See [Session management](/concepts/session).
 
-### How do I completely reset Clawdbot (but keep it installed)?
+### Do sessions reset automatically if I never send `/new`?
+
+Yes. Sessions expire after `session.idleMinutes` (default **60**). The **next**
+message starts a fresh session id for that chat key. This does not delete
+transcripts — it just starts a new session.
+
+```json5
+{
+  session: {
+    idleMinutes: 240
+  }
+}
+```
+
+### How do I completely reset Clawdbot but keep it installed?
 
 Use the reset command:
 
@@ -905,6 +914,24 @@ If it keeps happening:
 
 Docs: [Compaction](/concepts/compaction), [Session pruning](/concepts/session-pruning), [Session management](/concepts/session).
 
+### Why am I getting heartbeat messages every 30 minutes?
+
+Heartbeats run every **30m** by default. Tune or disable them:
+
+```json5
+{
+  agents: {
+    defaults: {
+      heartbeat: {
+        every: "2h"   // or "0m" to disable
+      }
+    }
+  }
+}
+```
+
+Per-agent overrides use `agents.list[].heartbeat`. Docs: [Heartbeat](/gateway/heartbeat).
+
 ### Do I need to add a “bot account” to a WhatsApp group?
 
 No. Clawdbot runs on **your own account**, so if you’re in the group, Clawdbot can see it.
@@ -935,6 +962,19 @@ See [Groups](/concepts/groups) and [Group messages](/concepts/group-messages).
 
 Direct chats collapse to the main session by default. Groups/channels have their own session keys, and Telegram topics / Discord threads are separate sessions. See [Groups](/concepts/groups) and [Group messages](/concepts/group-messages).
 
+### How many workspaces and agents can I create?
+
+No hard limits. Dozens (even hundreds) are fine, but watch for:
+
+- **Disk growth:** sessions + transcripts live under `~/.clawdbot/agents/<agentId>/sessions/`.
+- **Token cost:** more agents means more concurrent model usage.
+- **Ops overhead:** per-agent auth profiles, workspaces, and channel routing.
+
+Tips:
+- Keep one **active** workspace per agent (`agents.defaults.workspace`).
+- Prune old sessions (delete JSONL or store entries) if disk grows.
+- Use `clawdbot doctor` to spot stray workspaces and profile mismatches.
+
 ## Models: defaults, selection, aliases, switching
 
 ### What is the “default model”?
@@ -1315,9 +1355,11 @@ Facts (from code):
 
 Fix:
 - Fastest: `clawdbot dashboard` (prints + copies tokenized link, tries to open; shows SSH hint if headless).
+- If you don’t have a token yet: `clawdbot doctor --generate-gateway-token`.
 - If remote, tunnel first: `ssh -N -L 18789:127.0.0.1:18789 user@host` then open `http://127.0.0.1:18789/?token=...`.
 - Set `gateway.auth.token` (or `CLAWDBOT_GATEWAY_TOKEN`) on the gateway host.
 - In the Control UI settings, paste the same token (or refresh with a one-time `?token=...` link).
+- Still stuck? Run `clawdbot status --all` and follow [Troubleshooting](/gateway/troubleshooting). See [Dashboard](/web/dashboard) for auth details.
 
 ### I set `gateway.bind: "tailnet"` but it can’t bind / nothing listens
 
@@ -1407,6 +1449,14 @@ clawdbot daemon restart
 
 If you run the gateway manually, `clawdbot gateway --force` can reclaim the port. See [Gateway](/gateway).
 
+### ELI5: `clawdbot daemon restart` vs `clawdbot gateway`
+
+- `clawdbot daemon restart`: restarts the **background service** (launchd/systemd).
+- `clawdbot gateway`: runs the gateway **in the foreground** for this terminal session.
+
+If you installed the daemon, use the daemon commands. Use `clawdbot gateway` when
+you want a one-off, foreground run.
+
 ### What’s the fastest way to get more details when something fails?
 
 Start the Gateway with `--verbose` to get more console detail. Then inspect the log file for channel auth, model routing, and RPC errors.
@@ -1423,7 +1473,11 @@ CLI sending:
 clawdbot message send --to +15555550123 --message "Here you go" --media /path/to/file.png
 ```
 
-Note: images are resized/recompressed (max side 2048px) to hit size limits. See [Images](/nodes/images).
+Also check:
+- The target channel supports outbound media and isn’t blocked by allowlists.
+- The file is within the provider’s size limits (images are resized to max 2048px).
+
+See [Images](/nodes/images).
 
 ## Security and access control
 
@@ -1439,6 +1493,19 @@ Treat inbound DMs as untrusted input. Defaults are designed to reduce risk:
 
 Run `clawdbot doctor` to surface risky DM policies.
 
+### I ran `/start` in Telegram but didn’t get a pairing code
+
+Pairing codes are sent **only** when an unknown sender messages the bot and
+`dmPolicy: "pairing"` is enabled. `/start` by itself doesn’t generate a code.
+
+Check pending requests:
+```bash
+clawdbot pairing list telegram
+```
+
+If you want immediate access, allowlist your sender id or set `dmPolicy: "open"`
+for that account.
+
 ### WhatsApp: will it message my contacts? How does pairing work?
 
 No. Default WhatsApp DM policy is **pairing**. Unknown senders only get a pairing code and their message is **not processed**. Clawdbot only replies to chats it receives or to explicit sends you trigger.
@@ -1496,139 +1563,6 @@ Queue mode controls how new messages interact with an in‑flight run. Use `/que
 
 You can add options like `debounce:2s cap:25 drop:summarize` for followup modes.
 
-## Common troubleshooting
-
-### “All models failed” — what should I check first?
-
-- **Credentials** present for the provider(s) being tried (auth profiles + env vars).
-- **Model routing**: confirm `agents.defaults.model.primary` and fallbacks are models you can access.
-- **Gateway logs** in `/tmp/clawdbot/…` for the exact provider error.
-- **`/model status`** to see current configured models + shorthands.
-
-### I’m running on my personal WhatsApp number — why is self-chat weird?
-
-Enable self-chat mode and allowlist your own number:
-
-```json5
-{
-  channels: {
-    whatsapp: {
-      selfChatMode: true,
-      dmPolicy: "allowlist",
-      allowFrom: ["+15555550123"]
-    }
-  }
-}
-```
-
-See [WhatsApp setup](/channels/whatsapp).
-
-### WhatsApp logged me out. How do I re‑auth?
-
-Run the login command again and scan the QR code:
-
-```bash
-clawdbot channels login
-```
-
-### Build errors on `main` — what’s the standard fix path?
-
-1) `git pull origin main && pnpm install`
-2) `pnpm clawdbot doctor`
-3) Check GitHub issues or Discord
-4) Temporary workaround: check out an older commit
-
-### npm install fails (allow-build-scripts / missing tar or yargs). What now?
-
-If you’re running from source, use the repo’s package manager: **pnpm** (preferred).
-The repo declares `packageManager: "pnpm@…"`, and pnpm patches are tracked in `pnpm.patchedDependencies`.
-
-Typical recovery:
-```bash
-git status   # ensure you’re in the repo root
-pnpm install
-pnpm build
-pnpm clawdbot doctor
-clawdbot daemon restart
-```
-
-Why: pnpm is the configured package manager for this repo, and the dependency
-patching workflow relies on it.
-
-### How do I switch between git installs and npm installs?
-
-Use the **website installer** and select the install method with a flag. It
-upgrades in place and rewrites the gateway service to point at the new install.
-
-Switch **to git install**:
-```bash
-curl -fsSL https://clawd.bot/install.sh | bash -s -- --install-method git --no-onboard
-```
-
-Switch **to npm global**:
-```bash
-curl -fsSL https://clawd.bot/install.sh | bash
-```
-
-Notes:
-- The git flow only rebases if the repo is clean. Commit or stash changes first.
-- After switching, run:
-  ```bash
-  clawdbot doctor
-  clawdbot daemon restart
-  ```
-
-### Telegram block streaming isn’t splitting text between tool calls. Why?
-
-Block streaming only sends **completed text blocks**. Common reasons you see a single message:
-- `agents.defaults.blockStreamingDefault` is still `"off"`.
-- `channels.telegram.blockStreaming` is set to `false`.
-- `channels.telegram.streamMode` is `partial` or `block` **and draft streaming is active**
-  (private chat + topics). Draft streaming disables block streaming in that case.
-- Your `minChars` / coalesce settings are too high, so chunks get merged.
-- The model emits one large text block (no mid‑reply flush points).
-
-Fix checklist:
-1) Put block streaming settings under `agents.defaults`, not the root.
-2) Set `channels.telegram.streamMode: "off"` if you want real multi‑message block replies.
-3) Use smaller chunk/coalesce thresholds while debugging.
-
-See [Streaming](/concepts/streaming).
-
-### Discord doesn’t reply in my server even with `requireMention: false`. Why?
-
-`requireMention` only controls mention‑gating **after** the channel passes allowlists.
-By default `channels.discord.groupPolicy` is **allowlist**, so guilds must be explicitly enabled.
-If you set `channels.discord.guilds.<guildId>.channels`, only the listed channels are allowed; omit it to allow all channels in the guild.
-
-Fix checklist:
-1) Set `channels.discord.groupPolicy: "open"` **or** add a guild allowlist entry (and optionally a channel allowlist).
-2) Use **numeric channel IDs** in `channels.discord.guilds.<guildId>.channels`.
-3) Put `requireMention: false` **under** `channels.discord.guilds` (global or per‑channel).
-   Top‑level `channels.discord.requireMention` is not a supported key.
-4) Ensure the bot has **Message Content Intent** and channel permissions.
-5) Run `clawdbot channels status --probe` for audit hints.
-
-Docs: [Discord](/channels/discord), [Channels troubleshooting](/channels/troubleshooting).
-
-### Cloud Code Assist API error: invalid tool schema (400). What now?
-
-This is almost always a **tool schema compatibility** issue. The Cloud Code Assist
-endpoint accepts a strict subset of JSON Schema. Clawdbot scrubs/normalizes tool
-schemas in current `main`, but the fix is not in the last release yet (as of
-January 13, 2026).
-
-Fix checklist:
-1) **Update Clawdbot**:
-   - If you can run from source, pull `main` and restart the gateway.
-   - Otherwise, wait for the next release that includes the schema scrubber.
-2) Avoid unsupported keywords like `anyOf/oneOf/allOf`, `patternProperties`,
-   `additionalProperties`, `minLength`, `maxLength`, `format`, etc.
-3) If you define custom tools, keep the top‑level schema as `type: "object"` with
-   `properties` and simple enums.
-
-See [Tools](/tools) and [TypeBox schemas](/concepts/typebox).
-
 ## Answer the exact question from the screenshot/chat log
 
 **Q: “What’s the default model for Anthropic with an API key?”**

docs/start/wizard.md

@@ -68,6 +68,8 @@ Tip: `--json` does **not** imply non-interactive mode. Use `--non-interactive` (
 
 1) **Existing config detection**
    - If `~/.clawdbot/clawdbot.json` exists, choose **Keep / Modify / Reset**.
+   - Re-running the wizard does **not** wipe anything unless you explicitly choose **Reset**
+     (or pass `--reset`).
    - If the config is invalid or contains legacy keys, the wizard stops and asks
      you to run `clawdbot doctor` before continuing.
    - Reset uses `trash` (never `rm`) and offers scopes:

docs/tools/browser-linux-troubleshooting.md

@@ -107,8 +107,23 @@ curl -s http://127.0.0.1:18791/tabs
 | Option | Description | Default |
 |--------|-------------|---------|
 | `browser.enabled` | Enable browser control | `true` |
-| `browser.executablePath` | Path to a Chromium-based browser binary (Chrome/Brave/Edge/Chromium) | auto-detected |
+| `browser.executablePath` | Path to a Chromium-based browser binary (Chrome/Brave/Edge/Chromium) | auto-detected (prefers default browser when Chromium-based) |
 | `browser.headless` | Run without GUI | `false` |
 | `browser.noSandbox` | Add `--no-sandbox` flag (needed for some Linux setups) | `false` |
 | `browser.attachOnly` | Don't launch browser, only attach to existing | `false` |
 | `browser.cdpPort` | Chrome DevTools Protocol port | `18800` |
+
+### Problem: "Chrome extension relay is running, but no tab is connected"
+
+You’re using the `chrome` profile (extension relay). It expects the Clawdbot
+browser extension to be attached to a live tab.
+
+Fix options:
+1. **Use the managed browser:** `clawdbot browser start --browser-profile clawd`
+   (or set `browser.defaultProfile: "clawd"`).
+2. **Use the extension relay:** install the extension, open a tab, and click the
+   Clawdbot extension icon to attach it.
+
+Notes:
+- The `chrome` profile uses your **system default Chromium browser** when possible.
+- Local `clawd` profiles auto-assign `cdpPort`/`cdpUrl`; only set those for remote CDP.

docs/tools/browser.md

@@ -14,8 +14,10 @@ control server.
 
 Beginner view:
 - Think of it as a **separate, agent-only browser**.
-- It does **not** touch your personal browser profile.
+- The `clawd` profile does **not** touch your personal browser profile.
 - The agent can **open tabs, read pages, click, and type** in a safe lane.
+- The default `chrome` profile uses the **system default Chromium browser** via the
+  extension relay; switch to `clawd` for the isolated managed browser.
 
 ## What you get
 
@@ -39,6 +41,14 @@ clawdbot browser --browser-profile clawd snapshot
 If you get “Browser disabled”, enable it in config (see below) and restart the
 Gateway.
 
+## Profiles: `clawd` vs `chrome`
+
+- `clawd`: managed, isolated browser (no extension required).
+- `chrome`: extension relay to your **system browser** (requires the Clawdbot
+  extension to be attached to a tab).
+
+Set `browser.defaultProfile: "clawd"` if you want managed mode by default.
+
 ## Configuration
 
 Browser settings live in `~/.clawdbot/clawdbot.json`.
@@ -49,6 +59,8 @@ Browser settings live in `~/.clawdbot/clawdbot.json`.
     enabled: true,                    // default: true
     controlUrl: "http://127.0.0.1:18791",
     cdpUrl: "http://127.0.0.1:18792", // defaults to controlUrl + 1
+    remoteCdpTimeoutMs: 1500,         // remote CDP HTTP timeout (ms)
+    remoteCdpHandshakeTimeoutMs: 3000, // remote CDP WebSocket handshake timeout (ms)
     defaultProfile: "chrome",
     color: "#FF4500",
     headless: false,
@@ -69,13 +81,25 @@ Notes:
 - If you override the Gateway port (`gateway.port` or `CLAWDBOT_GATEWAY_PORT`),
   the default browser ports shift to stay in the same “family” (control = gateway + 2).
 - `cdpUrl` defaults to `controlUrl + 1` when unset.
+- `remoteCdpTimeoutMs` applies to remote (non-loopback) CDP reachability checks.
+- `remoteCdpHandshakeTimeoutMs` applies to remote CDP WebSocket reachability checks.
 - `attachOnly: true` means “never launch a local browser; only attach if it is already running.”
 - `color` + per-profile `color` tint the browser UI so you can see which profile is active.
-- Auto-detect order: Chrome → Brave → Edge → Chromium → Chrome Canary.
+- Default profile is `chrome` (extension relay). Use `defaultProfile: "clawd"` for the managed browser.
+- Auto-detect order: system default browser if Chromium-based; otherwise Chrome → Brave → Edge → Chromium → Chrome Canary.
+- Local `clawd` profiles auto-assign `cdpPort`/`cdpUrl` — set those only for remote CDP.
 
 ## Use Brave (or another Chromium-based browser)
 
-Set `browser.executablePath` to override auto-detection:
+If your **system default** browser is Chromium-based (Chrome/Brave/Edge/etc),
+Clawdbot uses it automatically. Set `browser.executablePath` to override
+auto-detection:
+
+CLI example:
+
+```bash
+clawdbot config set browser.executablePath "/usr/bin/google-chrome"
+```
 
 ```json5
 // macOS
@@ -134,6 +158,42 @@ Example:
 Use `profiles.<name>.cdpUrl` for **remote CDP** if you want the Gateway to talk
 directly to a Chromium-based browser instance without a remote control server.
 
+Remote CDP URLs can include auth:
+- Query tokens (e.g., `https://provider.example?token=<token>`)
+- HTTP Basic auth (e.g., `https://user:pass@provider.example`)
+
+Clawdbot preserves the auth when calling `/json/*` endpoints and when connecting
+to the CDP WebSocket. Prefer environment variables or secrets managers for
+tokens instead of committing them to config files.
+
+### Browserless (hosted remote CDP)
+
+[Browserless](https://browserless.io) is a hosted Chromium service that exposes
+CDP endpoints over HTTPS. You can point a Clawdbot browser profile at a
+Browserless region endpoint and authenticate with your API key.
+
+Example:
+```json5
+{
+  browser: {
+    enabled: true,
+    defaultProfile: "browserless",
+    remoteCdpTimeoutMs: 2000,
+    remoteCdpHandshakeTimeoutMs: 4000,
+    profiles: {
+      browserless: {
+        cdpUrl: "https://production-sfo.browserless.io?token=<BROWSERLESS_API_KEY>",
+        color: "#00AA00"
+      }
+    }
+  }
+}
+```
+
+Notes:
+- Replace `<BROWSERLESS_API_KEY>` with your real Browserless token.
+- Choose the region endpoint that matches your Browserless account (see their docs).
+
 ### Running the control server on the browser machine
 
 Run a standalone browser control server (recommended when your Gateway is remote):
@@ -339,6 +399,10 @@ Playwright. If Playwright isn’t installed, those endpoints return a clear 501
 error. ARIA snapshots and basic screenshots still work for clawd-managed Chrome.
 For the Chrome extension relay driver, ARIA snapshots and screenshots require Playwright.
 
+If you see `Playwright is not available in this gateway build`, install the full
+Playwright package (not `playwright-core`) and restart the gateway, or reinstall
+Clawdbot with browser support.
+
 ## How it works (internal)
 
 High-level flow:

scripts/restart-mac.sh

@@ -206,6 +206,31 @@ if [[ "$NO_SIGN" -ne 1 && -f "${LAUNCHAGENT_DISABLE_MARKER}" ]]; then
   run_step "clear launchagent disable marker" /bin/rm -f "${LAUNCHAGENT_DISABLE_MARKER}"
 fi
 
+# When unsigned, ensure the gateway LaunchAgent targets the repo CLI (before the app launches).
+# This reduces noisy "could not connect" errors during app startup.
+if [ "$NO_SIGN" -eq 1 ]; then
+  run_step "install gateway launch agent (unsigned)" bash -lc "cd '${ROOT_DIR}' && node dist/entry.js daemon install --force --runtime node"
+  run_step "restart gateway daemon (unsigned)" bash -lc "cd '${ROOT_DIR}' && node dist/entry.js daemon restart"
+  if [[ "${GATEWAY_WAIT_SECONDS}" -gt 0 ]]; then
+    run_step "wait for gateway (unsigned)" sleep "${GATEWAY_WAIT_SECONDS}"
+  fi
+  GATEWAY_PORT="$(
+    node -e '
+      const fs = require("node:fs");
+      const path = require("node:path");
+      try {
+        const raw = fs.readFileSync(path.join(process.env.HOME, ".clawdbot", "clawdbot.json"), "utf8");
+        const cfg = JSON.parse(raw);
+        const port = cfg && cfg.gateway && typeof cfg.gateway.port === "number" ? cfg.gateway.port : 18789;
+        process.stdout.write(String(port));
+      } catch {
+        process.stdout.write("18789");
+      }
+    '
+  )"
+  run_step "verify gateway port ${GATEWAY_PORT} (unsigned)" bash -lc "lsof -iTCP:${GATEWAY_PORT} -sTCP:LISTEN | head -n 5 || true"
+fi
+
 # 4) Launch the installed app in the foreground so the menu bar extra appears.
 # LaunchServices can inherit a huge environment from this shell (secrets, prompt vars, etc.).
 # That can cause launchd spawn failures and is undesirable for a GUI app anyway.
@@ -226,13 +251,6 @@ else
   fail "App exited immediately. Check ${LOG_PATH} or Console.app (User Reports)."
 fi
 
-# When unsigned, ensure the gateway LaunchAgent targets the repo CLI (after the app launches).
 if [ "$NO_SIGN" -eq 1 ]; then
-  run_step "install gateway launch agent (unsigned)" bash -lc "cd '${ROOT_DIR}' && node dist/entry.js daemon install --force --runtime node"
-  run_step "restart gateway daemon (unsigned)" bash -lc "cd '${ROOT_DIR}' && node dist/entry.js daemon restart"
-  if [[ "${GATEWAY_WAIT_SECONDS}" -gt 0 ]]; then
-    run_step "wait for gateway (unsigned)" sleep "${GATEWAY_WAIT_SECONDS}"
-  fi
-  run_step "verify gateway port 18789 (unsigned)" bash -lc "lsof -iTCP:18789 -sTCP:LISTEN | head -n 5 || true"
   run_step "show gateway launch agent args (unsigned)" bash -lc "/usr/bin/plutil -p '${HOME}/Library/LaunchAgents/com.clawdbot.gateway.plist' | head -n 40 || true"
 fi

skills/openai-image-gen/SKILL.md

@@ -19,13 +19,53 @@ open ~/Projects/tmp/openai-image-gen-*/index.html  # if ~/Projects/tmp exists; e
 Useful flags:
 
 ```bash
+# GPT image models with various options
 python3 {baseDir}/scripts/gen.py --count 16 --model gpt-image-1
 python3 {baseDir}/scripts/gen.py --prompt "ultra-detailed studio photo of a lobster astronaut" --count 4
 python3 {baseDir}/scripts/gen.py --size 1536x1024 --quality high --out-dir ./out/images
+python3 {baseDir}/scripts/gen.py --model gpt-image-1.5 --background transparent --output-format webp
+
+# DALL-E 3 (note: count is automatically limited to 1)
+python3 {baseDir}/scripts/gen.py --model dall-e-3 --quality hd --size 1792x1024 --style vivid
+python3 {baseDir}/scripts/gen.py --model dall-e-3 --style natural --prompt "serene mountain landscape"
+
+# DALL-E 2
+python3 {baseDir}/scripts/gen.py --model dall-e-2 --size 512x512 --count 4
 ```
 
+## Model-Specific Parameters
+
+Different models support different parameter values. The script automatically selects appropriate defaults based on the model.
+
+### Size
+
+- **GPT image models** (`gpt-image-1`, `gpt-image-1-mini`, `gpt-image-1.5`): `1024x1024`, `1536x1024` (landscape), `1024x1536` (portrait), or `auto`
+  - Default: `1024x1024`
+- **dall-e-3**: `1024x1024`, `1792x1024`, or `1024x1792`
+  - Default: `1024x1024`
+- **dall-e-2**: `256x256`, `512x512`, or `1024x1024`
+  - Default: `1024x1024`
+
+### Quality
+
+- **GPT image models**: `auto`, `high`, `medium`, or `low`
+  - Default: `high`
+- **dall-e-3**: `hd` or `standard`
+  - Default: `standard`
+- **dall-e-2**: `standard` only
+  - Default: `standard`
+
+### Other Notable Differences
+
+- **dall-e-3** only supports generating 1 image at a time (`n=1`). The script automatically limits count to 1 when using this model.
+- **GPT image models** support additional parameters:
+  - `--background`: `transparent`, `opaque`, or `auto` (default)
+  - `--output-format`: `png` (default), `jpeg`, or `webp`
+  - Note: `stream` and `moderation` are available via API but not yet implemented in this script
+- **dall-e-3** has a `--style` parameter: `vivid` (hyper-real, dramatic) or `natural` (more natural looking)
+
 ## Output
 
-- `*.png` images
+- `*.png`, `*.jpeg`, or `*.webp` images (output format depends on model + `--output-format`)
 - `prompts.json` (prompt → file mapping)
 - `index.html` (thumbnail gallery)

skills/openai-image-gen/scripts/gen.py

@@ -62,24 +62,53 @@ def pick_prompts(count: int) -> list[str]:
     return prompts
 
 
+def get_model_defaults(model: str) -> tuple[str, str]:
+    """Return (default_size, default_quality) for the given model."""
+    if model == "dall-e-2":
+        # quality will be ignored
+        return ("1024x1024", "standard")
+    elif model == "dall-e-3":
+        return ("1024x1024", "standard")
+    else:
+        # GPT image or future models
+        return ("1024x1024", "high")
+
+
 def request_images(
     api_key: str,
     prompt: str,
     model: str,
     size: str,
     quality: str,
+    background: str = "",
+    output_format: str = "",
+    style: str = "",
 ) -> dict:
     url = "https://api.openai.com/v1/images/generations"
-    body = json.dumps(
-        {
-            "model": model,
-            "prompt": prompt,
-            "size": size,
-            "quality": quality,
-            "n": 1,
-            "response_format": "b64_json",
-        }
-    ).encode("utf-8")
+    args = {
+        "model": model,
+        "prompt": prompt,
+        "size": size,
+        "n": 1,
+    }
+
+    # Quality parameter - dall-e-2 doesn't accept this parameter
+    if model != "dall-e-2":
+        args["quality"] = quality
+
+    if model.startswith("dall-e"):
+        args["response_format"] = "b64_json"
+
+    if model.startswith("gpt-image"):
+        if background:
+            args["background"] = background
+        if output_format:
+            args["output_format"] = output_format
+
+    if model == "dall-e-3" and style:
+        args["style"] = style
+
+    body = json.dumps(args).encode("utf-8")
     req = urllib.request.Request(
         url,
         method="POST",
@@ -136,8 +165,11 @@ def main() -> int:
     ap.add_argument("--prompt", help="Single prompt. If omitted, random prompts are generated.")
     ap.add_argument("--count", type=int, default=8, help="How many images to generate.")
     ap.add_argument("--model", default="gpt-image-1", help="Image model id.")
-    ap.add_argument("--size", default="1024x1024", help="Image size (e.g. 1024x1024, 1536x1024).")
-    ap.add_argument("--quality", default="high", help="Image quality (varies by model).")
+    ap.add_argument("--size", default="", help="Image size (e.g. 1024x1024, 1536x1024). Defaults based on model if not specified.")
+    ap.add_argument("--quality", default="", help="Image quality (e.g. high, standard). Defaults based on model if not specified.")
+    ap.add_argument("--background", default="", help="Background transparency (GPT models only): transparent, opaque, or auto.")
+    ap.add_argument("--output-format", default="", help="Output format (GPT models only): png, jpeg, or webp.")
+    ap.add_argument("--style", default="", help="Image style (dall-e-3 only): vivid or natural.")
     ap.add_argument("--out-dir", default="", help="Output directory (default: ./tmp/openai-image-gen-<ts>).")
     args = ap.parse_args()
 
@@ -146,21 +178,46 @@ def main() -> int:
         print("Missing OPENAI_API_KEY", file=sys.stderr)
         return 2
 
+    # Apply model-specific defaults if not specified
+    default_size, default_quality = get_model_defaults(args.model)
+    size = args.size or default_size
+    quality = args.quality or default_quality
+
+    count = args.count
+    if args.model == "dall-e-3" and count > 1:
+        print(f"Warning: dall-e-3 only supports generating 1 image at a time. Reducing count from {count} to 1.", file=sys.stderr)
+        count = 1
+
     out_dir = Path(args.out_dir).expanduser() if args.out_dir else default_out_dir()
     out_dir.mkdir(parents=True, exist_ok=True)
 
-    prompts = [args.prompt] * args.count if args.prompt else pick_prompts(args.count)
+    prompts = [args.prompt] * count if args.prompt else pick_prompts(count)
+
+    # Determine file extension based on output format
+    if args.model.startswith("gpt-image") and args.output_format:
+        file_ext = args.output_format
+    else:
+        file_ext = "png"
 
     items: list[dict] = []
     for idx, prompt in enumerate(prompts, start=1):
         print(f"[{idx}/{len(prompts)}] {prompt}")
-        res = request_images(api_key, prompt, args.model, args.size, args.quality)
+        res = request_images(
+            api_key,
+            prompt,
+            args.model,
+            size,
+            quality,
+            args.background,
+            args.output_format,
+            args.style,
+        )
         b64 = res.get("data", [{}])[0].get("b64_json")
         if not b64:
             raise RuntimeError(f"Unexpected response: {json.dumps(res)[:400]}")
-        png = base64.b64decode(b64)
-        filename = f"{idx:03d}-{slugify(prompt)[:40]}.png"
-        (out_dir / filename).write_bytes(png)
+        image_bytes = base64.b64decode(b64)
+        filename = f"{idx:03d}-{slugify(prompt)[:40]}.{file_ext}"
+        (out_dir / filename).write_bytes(image_bytes)
         items.append({"prompt": prompt, "file": filename})
 
     (out_dir / "prompts.json").write_text(json.dumps(items, indent=2), encoding="utf-8")

src/agents/clawdbot-tools.session-status.test.ts

@@ -99,6 +99,7 @@ describe("session_status tool", () => {
     expect(details.ok).toBe(true);
     expect(details.statusText).toContain("Clawdbot");
     expect(details.statusText).toContain("🧠 Model:");
+    expect(details.statusText).not.toContain("OAuth/token status");
   });
 
   it("errors for unknown session keys", async () => {

src/agents/clawdbot-tools.ts

@@ -75,7 +75,9 @@ export function createClawdbotTools(options?: {
     }),
     createCanvasTool(),
     createNodesTool(),
-    createCronTool(),
+    createCronTool({
+      agentSessionKey: options?.agentSessionKey,
+    }),
     createMessageTool({
       agentAccountId: options?.agentAccountId,
       config: options?.config,

src/agents/pi-embedded-helpers/bootstrap.ts

@@ -9,26 +9,63 @@ import type { EmbeddedContextFile } from "./types.js";
 
 type ContentBlockWithSignature = {
   thought_signature?: unknown;
+  thoughtSignature?: unknown;
   [key: string]: unknown;
 };
 
+type ThoughtSignatureSanitizeOptions = {
+  allowBase64Only?: boolean;
+  includeCamelCase?: boolean;
+};
+
+function isBase64Signature(value: string): boolean {
+  const trimmed = value.trim();
+  if (!trimmed) return false;
+  const compact = trimmed.replace(/\s+/g, "");
+  if (!/^[A-Za-z0-9+/=_-]+$/.test(compact)) return false;
+  const isUrl = compact.includes("-") || compact.includes("_");
+  try {
+    const buf = Buffer.from(compact, isUrl ? "base64url" : "base64");
+    if (buf.length === 0) return false;
+    const encoded = buf.toString(isUrl ? "base64url" : "base64");
+    const normalize = (input: string) => input.replace(/=+$/g, "");
+    return normalize(encoded) === normalize(compact);
+  } catch {
+    return false;
+  }
+}
+
 /**
  * Strips Claude-style thought_signature fields from content blocks.
  *
  * Gemini expects thought signatures as base64-encoded bytes, but Claude stores message ids
  * like "msg_abc123...". We only strip "msg_*" to preserve any provider-valid signatures.
  */
-export function stripThoughtSignatures<T>(content: T): T {
+export function stripThoughtSignatures<T>(
+  content: T,
+  options?: ThoughtSignatureSanitizeOptions,
+): T {
   if (!Array.isArray(content)) return content;
+  const allowBase64Only = options?.allowBase64Only ?? false;
+  const includeCamelCase = options?.includeCamelCase ?? false;
+  const shouldStripSignature = (value: unknown): boolean => {
+    if (!allowBase64Only) {
+      return typeof value === "string" && value.startsWith("msg_");
+    }
+    return typeof value !== "string" || !isBase64Signature(value);
+  };
   return content.map((block) => {
     if (!block || typeof block !== "object") return block;
     const rec = block as ContentBlockWithSignature;
-    const signature = rec.thought_signature;
-    if (typeof signature !== "string" || !signature.startsWith("msg_")) {
+    const stripSnake = shouldStripSignature(rec.thought_signature);
+    const stripCamel = includeCamelCase ? shouldStripSignature(rec.thoughtSignature) : false;
+    if (!stripSnake && !stripCamel) {
       return block;
     }
-    const { thought_signature: _signature, ...rest } = rec;
-    return rest;
+    const next = { ...rec };
+    if (stripSnake) delete next.thought_signature;
+    if (stripCamel) delete next.thoughtSignature;
+    return next;
   }) as T;
 }
 

src/agents/pi-embedded-helpers/google.ts

@@ -23,6 +23,7 @@ export { sanitizeGoogleTurnOrdering };
 type GeminiToolCallBlock = {
   type?: unknown;
   thought_signature?: unknown;
+  thoughtSignature?: unknown;
   id?: unknown;
   toolCallId?: unknown;
   name?: unknown;
@@ -118,7 +119,8 @@ export function downgradeGeminiHistory(messages: AgentMessage[]): AgentMessage[]
         const blockRecord = block as GeminiToolCallBlock;
         const type = blockRecord.type;
         if (type === "toolCall" || type === "functionCall" || type === "toolUse") {
-          const hasSignature = Boolean(blockRecord.thought_signature);
+          const signature = blockRecord.thought_signature ?? blockRecord.thoughtSignature;
+          const hasSignature = Boolean(signature);
           if (!hasSignature) {
             const id =
               typeof blockRecord.id === "string"

src/agents/pi-embedded-helpers/images.ts

@@ -34,6 +34,10 @@ export async function sanitizeSessionMessagesImages(
     sanitizeToolCallIds?: boolean;
     enforceToolCallLast?: boolean;
     preserveSignatures?: boolean;
+    sanitizeThoughtSignatures?: {
+      allowBase64Only?: boolean;
+      includeCamelCase?: boolean;
+    };
   },
 ): Promise<AgentMessage[]> {
   // We sanitize historical session messages because Anthropic can reject a request
@@ -82,7 +86,7 @@ export async function sanitizeSessionMessagesImages(
       if (Array.isArray(content)) {
         const strippedContent = options?.preserveSignatures
           ? content // Keep signatures for Antigravity Claude
-          : stripThoughtSignatures(content); // Strip for Gemini
+          : stripThoughtSignatures(content, options?.sanitizeThoughtSignatures); // Strip for Gemini
 
         const filteredContent = strippedContent.filter((block) => {
           if (!block || typeof block !== "object") return true;

src/agents/pi-embedded-runner.google-sanitize-thinking.test.ts

@@ -145,6 +145,65 @@ describe("sanitizeSessionHistory (google thinking)", () => {
     expect(assistant.content?.[1]?.text).toBe("internal note");
   });
 
+  it("strips non-base64 thought signatures for OpenRouter Gemini", async () => {
+    const sessionManager = SessionManager.inMemory();
+    const input = [
+      {
+        role: "user",
+        content: "hi",
+      },
+      {
+        role: "assistant",
+        content: [
+          { type: "text", text: "hello", thought_signature: "msg_abc123" },
+          { type: "thinking", thinking: "ok", thought_signature: "c2ln" },
+          {
+            type: "toolCall",
+            id: "call_1",
+            name: "read",
+            arguments: { path: "/tmp/foo" },
+            thoughtSignature: '{"id":1}',
+          },
+          {
+            type: "toolCall",
+            id: "call_2",
+            name: "read",
+            arguments: { path: "/tmp/bar" },
+            thoughtSignature: "c2ln",
+          },
+        ],
+      },
+    ] satisfies AgentMessage[];
+
+    const out = await sanitizeSessionHistory({
+      messages: input,
+      modelApi: "openrouter",
+      provider: "openrouter",
+      modelId: "google/gemini-1.5-pro",
+      sessionManager,
+      sessionId: "session:openrouter-gemini",
+    });
+
+    const assistant = out.find((msg) => (msg as { role?: string }).role === "assistant") as {
+      content?: Array<{ type?: string; thought_signature?: string; thoughtSignature?: string }>;
+    };
+    expect(assistant.content).toEqual([
+      { type: "text", text: "hello" },
+      { type: "text", text: "ok" },
+      {
+        type: "text",
+        text: '[Tool Call: read (ID: call_1)]\nArguments: {\n  "path": "/tmp/foo"\n}',
+      },
+      {
+        type: "toolCall",
+        id: "call_2",
+        name: "read",
+        arguments: { path: "/tmp/bar" },
+        thoughtSignature: "c2ln",
+      },
+    ]);
+  });
+
   it("downgrades only unsigned thinking blocks when mixed with signed ones", async () => {
     const sessionManager = SessionManager.inMemory();
     const input = [

src/agents/pi-embedded-runner.run-embedded-pi-agent.appends-new-user-assistant-after-existing-transcript.test.ts

@@ -261,4 +261,64 @@ describe("runEmbeddedPiAgent", () => {
     expect(secondUserIndex).toBeGreaterThan(firstAssistantIndex);
     expect(secondAssistantIndex).toBeGreaterThan(secondUserIndex);
   }, 20_000);
+  it("returns role ordering error when session ends with a user turn", async () => {
+    const { SessionManager } = await import("@mariozechner/pi-coding-agent");
+
+    const agentDir = await fs.mkdtemp(path.join(os.tmpdir(), "clawdbot-agent-"));
+    const workspaceDir = await fs.mkdtemp(path.join(os.tmpdir(), "clawdbot-workspace-"));
+    const sessionFile = path.join(workspaceDir, "session.jsonl");
+
+    const sessionManager = SessionManager.open(sessionFile);
+    sessionManager.appendMessage({
+      role: "user",
+      content: [{ type: "text", text: "seed user 1" }],
+    });
+    sessionManager.appendMessage({
+      role: "assistant",
+      content: [{ type: "text", text: "seed assistant" }],
+      stopReason: "stop",
+      api: "openai-responses",
+      provider: "openai",
+      model: "mock-1",
+      usage: {
+        input: 1,
+        output: 1,
+        cacheRead: 0,
+        cacheWrite: 0,
+        totalTokens: 2,
+        cost: {
+          input: 0,
+          output: 0,
+          cacheRead: 0,
+          cacheWrite: 0,
+          total: 0,
+        },
+      },
+      timestamp: Date.now(),
+    });
+    sessionManager.appendMessage({
+      role: "user",
+      content: [{ type: "text", text: "seed user 2" }],
+    });
+
+    const cfg = makeOpenAiConfig(["mock-1"]);
+    await ensureModels(cfg, agentDir);
+
+    const result = await runEmbeddedPiAgent({
+      sessionId: "session:test",
+      sessionKey: "agent:main:main",
+      sessionFile,
+      workspaceDir,
+      config: cfg,
+      prompt: "hello",
+      provider: "openai",
+      model: "mock-1",
+      timeoutMs: 5_000,
+      agentDir,
+    });
+
+    expect(result.meta.error?.kind).toBe("role_ordering");
+    expect(result.meta.error?.message).toMatch(/incorrect role information|roles must alternate/i);
+    expect(result.payloads?.[0]?.text).toContain("Message ordering conflict");
+  });
 });

src/agents/pi-embedded-runner.sanitize-session-history.test.ts

@@ -0,0 +1,105 @@
+import type { AgentMessage } from "@mariozechner/pi-agent-core";
+import type { SessionManager } from "@mariozechner/pi-coding-agent";
+import { beforeEach, describe, expect, it, vi } from "vitest";
+import * as helpers from "./pi-embedded-helpers.js";
+import { sanitizeSessionHistory } from "./pi-embedded-runner/google.js";
+
+// Mock dependencies
+vi.mock("./pi-embedded-helpers.js", async () => {
+  const actual = await vi.importActual("./pi-embedded-helpers.js");
+  return {
+    ...actual,
+    isGoogleModelApi: vi.fn(),
+    downgradeGeminiHistory: vi.fn(),
+    sanitizeSessionMessagesImages: vi.fn().mockImplementation(async (msgs) => msgs),
+  };
+});
+
+// We don't mock session-transcript-repair.js as it is a pure function and complicates mocking.
+// We rely on the real implementation which should pass through our simple messages.
+
+describe("sanitizeSessionHistory", () => {
+  const mockSessionManager = {
+    getEntries: vi.fn().mockReturnValue([]),
+    appendCustomEntry: vi.fn(),
+  } as unknown as SessionManager;
+
+  const mockMessages: AgentMessage[] = [{ role: "user", content: "hello" }];
+
+  beforeEach(() => {
+    vi.resetAllMocks();
+    vi.mocked(helpers.sanitizeSessionMessagesImages).mockImplementation(async (msgs) => msgs);
+    // Default mock implementation
+    vi.mocked(helpers.downgradeGeminiHistory).mockImplementation((msgs) => {
+      if (!msgs) return [];
+      return [...msgs, { role: "system", content: "downgraded" }];
+    });
+  });
+
+  it("should downgrade history for Google models if provider is not google-antigravity", async () => {
+    vi.mocked(helpers.isGoogleModelApi).mockReturnValue(true);
+
+    const result = await sanitizeSessionHistory({
+      messages: mockMessages,
+      modelApi: "google-gemini",
+      provider: "google-vertex",
+      sessionManager: mockSessionManager,
+      sessionId: "test-session",
+    });
+
+    expect(helpers.isGoogleModelApi).toHaveBeenCalledWith("google-gemini");
+    expect(helpers.downgradeGeminiHistory).toHaveBeenCalled();
+    // Check if the result contains the downgraded message
+    expect(result).toContainEqual({ role: "system", content: "downgraded" });
+  });
+
+  it("should NOT downgrade history for google-antigravity provider", async () => {
+    vi.mocked(helpers.isGoogleModelApi).mockReturnValue(true);
+
+    const result = await sanitizeSessionHistory({
+      messages: mockMessages,
+      modelApi: "google-gemini",
+      provider: "google-antigravity",
+      sessionManager: mockSessionManager,
+      sessionId: "test-session",
+    });
+
+    expect(helpers.isGoogleModelApi).toHaveBeenCalledWith("google-gemini");
+    expect(helpers.downgradeGeminiHistory).not.toHaveBeenCalled();
+    // Result should not contain the downgraded message
+    expect(result).not.toContainEqual({
+      role: "system",
+      content: "downgraded",
+    });
+  });
+
+  it("should NOT downgrade history for non-Google models", async () => {
+    vi.mocked(helpers.isGoogleModelApi).mockReturnValue(false);
+
+    const _result = await sanitizeSessionHistory({
+      messages: mockMessages,
+      modelApi: "anthropic-messages",
+      provider: "anthropic",
+      sessionManager: mockSessionManager,
+      sessionId: "test-session",
+    });
+
+    expect(helpers.isGoogleModelApi).toHaveBeenCalledWith("anthropic-messages");
+    expect(helpers.downgradeGeminiHistory).not.toHaveBeenCalled();
+  });
+
+  it("should downgrade history if provider is undefined but model is Google", async () => {
+    vi.mocked(helpers.isGoogleModelApi).mockReturnValue(true);
+
+    const _result = await sanitizeSessionHistory({
+      messages: mockMessages,
+      modelApi: "google-gemini",
+      provider: undefined,
+      sessionManager: mockSessionManager,
+      sessionId: "test-session",
+    });
+
+    expect(helpers.isGoogleModelApi).toHaveBeenCalledWith("google-gemini");
+    expect(helpers.downgradeGeminiHistory).toHaveBeenCalled();
+  });
+});

src/agents/pi-embedded-runner/compact.ts

@@ -44,7 +44,11 @@ import {
 } from "../skills.js";
 import { filterBootstrapFilesForSession, loadWorkspaceBootstrapFiles } from "../workspace.js";
 import { buildEmbeddedExtensionPaths } from "./extensions.js";
-import { logToolSchemasForGoogle, sanitizeSessionHistory } from "./google.js";
+import {
+  logToolSchemasForGoogle,
+  sanitizeSessionHistory,
+  sanitizeToolsForGoogle,
+} from "./google.js";
 import { getDmHistoryLimitFromSessionKey, limitHistoryTurns } from "./history.js";
 import { resolveGlobalLane, resolveSessionLane } from "./lanes.js";
 import { log } from "./logger.js";
@@ -183,7 +187,7 @@ export async function compactEmbeddedPiSession(params: {
           warn: (message) => log.warn(`${message} (sessionKey=${sessionLabel})`),
         });
         const runAbortController = new AbortController();
-        const tools = createClawdbotCodingTools({
+        const toolsRaw = createClawdbotCodingTools({
           exec: {
             ...resolveExecToolDefaults(params.config),
             elevated: params.bashElevated,
@@ -200,6 +204,7 @@ export async function compactEmbeddedPiSession(params: {
           modelId,
           modelAuthMode: resolveModelAuthMode(model.provider, params.config),
         });
+        const tools = sanitizeToolsForGoogle({ tools: toolsRaw, provider });
         logToolSchemasForGoogle({ tools, provider });
         const machineName = await getMachineDisplayName();
         const runtimeChannel = normalizeMessageChannel(
@@ -303,6 +308,7 @@ export async function compactEmbeddedPiSession(params: {
               messages: session.messages,
               modelApi: model.api,
               modelId,
+              provider,
               sessionManager,
               sessionId: params.sessionId,
             });

src/agents/pi-embedded-runner/google.test.ts

@@ -0,0 +1,37 @@
+import { describe, expect, it } from "vitest";
+
+import type { AgentTool } from "@mariozechner/pi-agent-core";
+import { sanitizeToolsForGoogle } from "./google.js";
+
+describe("sanitizeToolsForGoogle", () => {
+  it("strips unsupported schema keywords for Google providers", () => {
+    const tool = {
+      name: "test",
+      description: "test",
+      parameters: {
+        type: "object",
+        additionalProperties: false,
+        properties: {
+          foo: {
+            type: "string",
+            format: "uuid",
+          },
+        },
+      },
+      execute: async () => ({ ok: true, content: [] }),
+    } as unknown as AgentTool;
+
+    const [sanitized] = sanitizeToolsForGoogle({
+      tools: [tool],
+      provider: "google-gemini-cli",
+    });
+
+    const params = sanitized.parameters as {
+      additionalProperties?: unknown;
+      properties?: Record<string, { format?: unknown }>;
+    };
+
+    expect(params.additionalProperties).toBeUndefined();
+    expect(params.properties?.foo?.format).toBeUndefined();
+  });
+});

src/agents/pi-embedded-runner/google.ts

@@ -1,4 +1,5 @@
 import type { AgentMessage, AgentTool } from "@mariozechner/pi-agent-core";
+import type { TSchema } from "@sinclair/typebox";
 import type { SessionManager } from "@mariozechner/pi-coding-agent";
 
 import { registerUnhandledRejectionHandler } from "../../infra/unhandled-rejections.js";
@@ -14,6 +15,7 @@ import { sanitizeToolUseResultPairing } from "../session-transcript-repair.js";
 import { log } from "./logger.js";
 import { describeUnknownError } from "./utils.js";
 import { isAntigravityClaude } from "../pi-embedded-helpers/google.js";
+import { cleanToolSchemaForGemini } from "../pi-tools.schema.js";
 
 const GOOGLE_TURN_ORDERING_CUSTOM_TYPE = "google-turn-ordering-bootstrap";
 const GOOGLE_SCHEMA_UNSUPPORTED_KEYWORDS = new Set([
@@ -80,17 +82,39 @@ function findUnsupportedSchemaKeywords(schema: unknown, path: string): string[]
   return violations;
 }
 
+export function sanitizeToolsForGoogle<
+  TSchemaType extends TSchema = TSchema,
+  TResult = unknown,
+>(params: {
+  tools: AgentTool<TSchemaType, TResult>[];
+  provider: string;
+}): AgentTool<TSchemaType, TResult>[] {
+  if (params.provider !== "google-antigravity" && params.provider !== "google-gemini-cli") {
+    return params.tools;
+  }
+  return params.tools.map((tool) => {
+    if (!tool.parameters || typeof tool.parameters !== "object") return tool;
+    return {
+      ...tool,
+      parameters: cleanToolSchemaForGemini(
+        tool.parameters as Record<string, unknown>,
+      ) as TSchemaType,
+    };
+  });
+}
+
 export function logToolSchemasForGoogle(params: { tools: AgentTool[]; provider: string }) {
   if (params.provider !== "google-antigravity" && params.provider !== "google-gemini-cli") {
     return;
   }
   const toolNames = params.tools.map((tool, index) => `${index}:${tool.name}`);
+  const tools = sanitizeToolsForGoogle(params);
   log.info("google tool schema snapshot", {
     provider: params.provider,
-    toolCount: params.tools.length,
+    toolCount: tools.length,
     tools: toolNames,
   });
-  for (const [index, tool] of params.tools.entries()) {
+  for (const [index, tool] of tools.entries()) {
     const violations = findUnsupportedSchemaKeywords(tool.parameters, `${tool.name}.parameters`);
     if (violations.length > 0) {
       log.warn("google tool schema has unsupported keywords", {
@@ -164,22 +188,34 @@ export async function sanitizeSessionHistory(params: {
   messages: AgentMessage[];
   modelApi?: string | null;
   modelId?: string;
+  provider?: string;
   sessionManager: SessionManager;
   sessionId: string;
 }): Promise<AgentMessage[]> {
   const isAntigravityClaudeModel = isAntigravityClaude(params.modelApi, params.modelId);
+  const provider = (params.provider ?? "").toLowerCase();
+  const modelId = (params.modelId ?? "").toLowerCase();
+  const isOpenRouterGemini =
+    (provider === "openrouter" || provider === "opencode") && modelId.includes("gemini");
+  const isGeminiLike = isGoogleModelApi(params.modelApi) || isOpenRouterGemini;
   const sanitizedImages = await sanitizeSessionMessagesImages(params.messages, "session:history", {
     sanitizeToolCallIds: shouldSanitizeToolCallIds(params.modelApi),
     enforceToolCallLast: params.modelApi === "anthropic-messages",
     preserveSignatures: params.modelApi === "google-antigravity" && isAntigravityClaudeModel,
+    sanitizeThoughtSignatures: isOpenRouterGemini
+      ? { allowBase64Only: true, includeCamelCase: true }
+      : undefined,
   });
   const repairedTools = sanitizeToolUseResultPairing(sanitizedImages);
-  const shouldDowngradeGemini = isGoogleModelApi(params.modelApi) && !isAntigravityClaudeModel;
+  const isAntigravityProvider =
+    provider === "google-antigravity" || params.modelApi === "google-antigravity";
+  const shouldDowngradeThinking = isGeminiLike && !isAntigravityClaudeModel;
   // Gemini rejects unsigned thinking blocks; downgrade them before send to avoid INVALID_ARGUMENT.
-  const downgradedThinking = shouldDowngradeGemini
+  const downgradedThinking = shouldDowngradeThinking
     ? downgradeGeminiThinkingBlocks(repairedTools)
     : repairedTools;
-  const downgraded = shouldDowngradeGemini
+  const shouldDowngradeHistory = shouldDowngradeThinking && !isAntigravityProvider;
+  const downgraded = shouldDowngradeHistory
     ? downgradeGeminiHistory(downgradedThinking)
     : downgradedThinking;
 

src/agents/pi-embedded-runner/run.ts

@@ -274,6 +274,8 @@ export async function runEmbeddedPiAgent(
                     provider,
                     model: model.id,
                   },
+                  systemPromptReport: attempt.systemPromptReport,
+                  error: { kind: "role_ordering", message: errorText },
                 },
               };
             }

src/agents/pi-embedded-runner/run/attempt.ts

@@ -45,7 +45,11 @@ import { filterBootstrapFilesForSession, loadWorkspaceBootstrapFiles } from "../
 import { isAbortError } from "../abort.js";
 import { buildEmbeddedExtensionPaths } from "../extensions.js";
 import { applyExtraParamsToAgent } from "../extra-params.js";
-import { logToolSchemasForGoogle, sanitizeSessionHistory } from "../google.js";
+import {
+  logToolSchemasForGoogle,
+  sanitizeSessionHistory,
+  sanitizeToolsForGoogle,
+} from "../google.js";
 import { getDmHistoryLimitFromSessionKey, limitHistoryTurns } from "../history.js";
 import { log } from "../logger.js";
 import { buildModelAliasLines } from "../model.js";
@@ -127,7 +131,7 @@ export async function runEmbeddedAttempt(
 
     const agentDir = params.agentDir ?? resolveClawdbotAgentDir();
 
-    const tools = createClawdbotCodingTools({
+    const toolsRaw = createClawdbotCodingTools({
       exec: {
         ...resolveExecToolDefaults(params.config),
         elevated: params.bashElevated,
@@ -148,6 +152,7 @@ export async function runEmbeddedAttempt(
       replyToMode: params.replyToMode,
       hasRepliedRef: params.hasRepliedRef,
     });
+    const tools = sanitizeToolsForGoogle({ tools: toolsRaw, provider: params.provider });
     logToolSchemasForGoogle({ tools, provider: params.provider });
 
     const machineName = await getMachineDisplayName();
@@ -318,6 +323,7 @@ export async function runEmbeddedAttempt(
           messages: activeSession.messages,
           modelApi: params.model.api,
           modelId: params.modelId,
+          provider: params.provider,
           sessionManager,
           sessionId: params.sessionId,
         });

src/agents/pi-embedded-runner/types.ts

@@ -20,7 +20,7 @@ export type EmbeddedPiRunMeta = {
   aborted?: boolean;
   systemPromptReport?: SessionSystemPromptReport;
   error?: {
-    kind: "context_overflow" | "compaction_failure";
+    kind: "context_overflow" | "compaction_failure" | "role_ordering";
     message: string;
   };
 };

src/agents/pi-embedded-subscribe.handlers.lifecycle.ts

@@ -14,7 +14,7 @@ export function handleAgentStart(ctx: EmbeddedPiSubscribeContext) {
       startedAt: Date.now(),
     },
   });
-  ctx.params.onAgentEvent?.({
+  void ctx.params.onAgentEvent?.({
     stream: "lifecycle",
     data: { phase: "start" },
   });
@@ -24,7 +24,7 @@ export function handleAutoCompactionStart(ctx: EmbeddedPiSubscribeContext) {
   ctx.state.compactionInFlight = true;
   ctx.ensureCompactionPromise();
   ctx.log.debug(`embedded run compaction start: runId=${ctx.params.runId}`);
-  ctx.params.onAgentEvent?.({
+  void ctx.params.onAgentEvent?.({
     stream: "compaction",
     data: { phase: "start" },
   });
@@ -43,7 +43,7 @@ export function handleAutoCompactionEnd(
   } else {
     ctx.maybeResolveCompactionWait();
   }
-  ctx.params.onAgentEvent?.({
+  void ctx.params.onAgentEvent?.({
     stream: "compaction",
     data: { phase: "end", willRetry },
   });
@@ -59,7 +59,7 @@ export function handleAgentEnd(ctx: EmbeddedPiSubscribeContext) {
       endedAt: Date.now(),
     },
   });
-  ctx.params.onAgentEvent?.({
+  void ctx.params.onAgentEvent?.({
     stream: "lifecycle",
     data: { phase: "end" },
   });

src/agents/pi-embedded-subscribe.handlers.messages.ts

@@ -118,7 +118,7 @@ export function handleMessageUpdate(
         mediaUrls: mediaUrls?.length ? mediaUrls : undefined,
       },
     });
-    ctx.params.onAgentEvent?.({
+    void ctx.params.onAgentEvent?.({
       stream: "assistant",
       data: {
         text: cleanedText,

src/agents/pi-embedded-subscribe.handlers.tools.ts

@@ -11,7 +11,7 @@ import {
 } from "./pi-embedded-subscribe.tools.js";
 import { inferToolMetaFromArgs } from "./pi-embedded-utils.js";
 
-export function handleToolExecutionStart(
+export async function handleToolExecutionStart(
   ctx: EmbeddedPiSubscribeContext,
   evt: AgentEvent & { toolName: string; toolCallId: string; args: unknown },
 ) {
@@ -53,7 +53,8 @@ export function handleToolExecutionStart(
       args: args as Record<string, unknown>,
     },
   });
-  ctx.params.onAgentEvent?.({
+  // Await onAgentEvent to ensure typing indicator starts before tool summaries are emitted.
+  await ctx.params.onAgentEvent?.({
     stream: "tool",
     data: { phase: "start", name: toolName, toolCallId },
   });
@@ -108,7 +109,7 @@ export function handleToolExecutionUpdate(
       partialResult: sanitized,
     },
   });
-  ctx.params.onAgentEvent?.({
+  void ctx.params.onAgentEvent?.({
     stream: "tool",
     data: {
       phase: "update",
@@ -170,7 +171,7 @@ export function handleToolExecutionEnd(
       result: sanitizedResult,
     },
   });
-  ctx.params.onAgentEvent?.({
+  void ctx.params.onAgentEvent?.({
     stream: "tool",
     data: {
       phase: "result",

src/agents/pi-embedded-subscribe.handlers.ts

@@ -32,7 +32,11 @@ export function createEmbeddedPiSessionEventHandler(ctx: EmbeddedPiSubscribeCont
         handleMessageEnd(ctx, evt as never);
         return;
       case "tool_execution_start":
-        handleToolExecutionStart(ctx, evt as never);
+        // Async handler - awaits typing indicator before emitting tool summaries.
+        // Catch rejections to avoid unhandled promise rejection crashes.
+        handleToolExecutionStart(ctx, evt as never).catch((err) => {
+          ctx.log.debug(`tool_execution_start handler failed: ${String(err)}`);
+        });
         return;
       case "tool_execution_update":
         handleToolExecutionUpdate(ctx, evt as never);

src/agents/pi-embedded-subscribe.subscribe-embedded-pi-session.includes-canvas-action-metadata-tool-summaries.test.ts

@@ -13,7 +13,7 @@ describe("subscribeEmbeddedPiSession", () => {
     { tag: "antthinking", open: "<antthinking>", close: "</antthinking>" },
   ] as const;
 
-  it("includes canvas action metadata in tool summaries", () => {
+  it("includes canvas action metadata in tool summaries", async () => {
     let handler: ((evt: unknown) => void) | undefined;
     const session: StubSession = {
       subscribe: (fn) => {
@@ -38,6 +38,9 @@ describe("subscribeEmbeddedPiSession", () => {
       args: { action: "a2ui_push", jsonlPath: "/tmp/a2ui.jsonl" },
     });
 
+    // Wait for async handler to complete
+    await Promise.resolve();
+
     expect(onToolResult).toHaveBeenCalledTimes(1);
     const payload = onToolResult.mock.calls[0][0];
     expect(payload.text).toContain("🖼️");
@@ -72,7 +75,7 @@ describe("subscribeEmbeddedPiSession", () => {
 
     expect(onToolResult).not.toHaveBeenCalled();
   });
-  it("emits tool summaries when shouldEmitToolResult overrides verbose", () => {
+  it("emits tool summaries when shouldEmitToolResult overrides verbose", async () => {
     let handler: ((evt: unknown) => void) | undefined;
     const session: StubSession = {
       subscribe: (fn) => {
@@ -98,6 +101,9 @@ describe("subscribeEmbeddedPiSession", () => {
       args: { path: "/tmp/c.txt" },
     });
 
+    // Wait for async handler to complete
+    await Promise.resolve();
+
     expect(onToolResult).toHaveBeenCalledTimes(1);
   });
 });

src/agents/pi-embedded-subscribe.subscribe-embedded-pi-session.suppresses-message-end-block-replies-message-tool.test.ts

@@ -14,7 +14,7 @@ describe("subscribeEmbeddedPiSession", () => {
     { tag: "antthinking", open: "<antthinking>", close: "</antthinking>" },
   ] as const;
 
-  it("suppresses message_end block replies when the message tool already sent", () => {
+  it("suppresses message_end block replies when the message tool already sent", async () => {
     let handler: ((evt: unknown) => void) | undefined;
     const session: StubSession = {
       subscribe: (fn) => {
@@ -41,6 +41,9 @@ describe("subscribeEmbeddedPiSession", () => {
       args: { action: "send", to: "+1555", message: messageText },
     });
 
+    // Wait for async handler to complete
+    await Promise.resolve();
+
     handler?.({
       type: "tool_execution_end",
       toolName: "message",
@@ -58,7 +61,7 @@ describe("subscribeEmbeddedPiSession", () => {
 
     expect(onBlockReply).not.toHaveBeenCalled();
   });
-  it("does not suppress message_end replies when message tool reports error", () => {
+  it("does not suppress message_end replies when message tool reports error", async () => {
     let handler: ((evt: unknown) => void) | undefined;
     const session: StubSession = {
       subscribe: (fn) => {
@@ -85,6 +88,9 @@ describe("subscribeEmbeddedPiSession", () => {
       args: { action: "send", to: "+1555", message: messageText },
     });
 
+    // Wait for async handler to complete
+    await Promise.resolve();
+
     handler?.({
       type: "tool_execution_end",
       toolName: "message",

src/agents/pi-embedded-subscribe.subscribe-embedded-pi-session.waits-multiple-compaction-retries-before-resolving.test.ts

@@ -54,7 +54,7 @@ describe("subscribeEmbeddedPiSession", () => {
     await waitPromise;
     expect(resolved).toBe(true);
   });
-  it("emits tool summaries at tool start when verbose is on", () => {
+  it("emits tool summaries at tool start when verbose is on", async () => {
     let handler: ((evt: unknown) => void) | undefined;
     const session: StubSession = {
       subscribe: (fn) => {
@@ -79,6 +79,9 @@ describe("subscribeEmbeddedPiSession", () => {
       args: { path: "/tmp/a.txt" },
     });
 
+    // Wait for async handler to complete
+    await Promise.resolve();
+
     expect(onToolResult).toHaveBeenCalledTimes(1);
     const payload = onToolResult.mock.calls[0][0];
     expect(payload.text).toContain("/tmp/a.txt");
@@ -93,7 +96,7 @@ describe("subscribeEmbeddedPiSession", () => {
 
     expect(onToolResult).toHaveBeenCalledTimes(1);
   });
-  it("includes browser action metadata in tool summaries", () => {
+  it("includes browser action metadata in tool summaries", async () => {
     let handler: ((evt: unknown) => void) | undefined;
     const session: StubSession = {
       subscribe: (fn) => {
@@ -118,6 +121,9 @@ describe("subscribeEmbeddedPiSession", () => {
       args: { action: "snapshot", targetUrl: "https://example.com" },
     });
 
+    // Wait for async handler to complete
+    await Promise.resolve();
+
     expect(onToolResult).toHaveBeenCalledTimes(1);
     const payload = onToolResult.mock.calls[0][0];
     expect(payload.text).toContain("🌐");