Merge branch 'main' into rewbs/tool-use-charge-to-subscription

gateway/config.py

@@ -24,6 +24,15 @@ logger = logging.getLogger(__name__)
 
 def _coerce_bool(value: Any, default: bool = True) -> bool:
     """Coerce bool-ish config values, preserving a caller-provided default."""
+    if value is None:
+        return default
+    if isinstance(value, str):
+        lowered = value.strip().lower()
+        if lowered in ("true", "1", "yes", "on"):
+            return True
+        if lowered in ("false", "0", "no", "off"):
+            return False
+        return default
     return is_truthy_value(value, default=default)
 
 
@@ -510,6 +519,10 @@ def load_gateway_config() -> GatewayConfig:
                     )
                 if "reply_prefix" in platform_cfg:
                     bridged["reply_prefix"] = platform_cfg["reply_prefix"]
+                if "require_mention" in platform_cfg:
+                    bridged["require_mention"] = platform_cfg["require_mention"]
+                if "mention_patterns" in platform_cfg:
+                    bridged["mention_patterns"] = platform_cfg["mention_patterns"]
                 if not bridged:
                     continue
                 plat_data = platforms_data.setdefault(plat.value, {})
@@ -534,6 +547,20 @@ def load_gateway_config() -> GatewayConfig:
                     os.environ["DISCORD_FREE_RESPONSE_CHANNELS"] = str(frc)
                 if "auto_thread" in discord_cfg and not os.getenv("DISCORD_AUTO_THREAD"):
                     os.environ["DISCORD_AUTO_THREAD"] = str(discord_cfg["auto_thread"]).lower()
+
+            # Telegram settings → env vars (env vars take precedence)
+            telegram_cfg = yaml_cfg.get("telegram", {})
+            if isinstance(telegram_cfg, dict):
+                if "require_mention" in telegram_cfg and not os.getenv("TELEGRAM_REQUIRE_MENTION"):
+                    os.environ["TELEGRAM_REQUIRE_MENTION"] = str(telegram_cfg["require_mention"]).lower()
+                if "mention_patterns" in telegram_cfg and not os.getenv("TELEGRAM_MENTION_PATTERNS"):
+                    import json as _json
+                    os.environ["TELEGRAM_MENTION_PATTERNS"] = _json.dumps(telegram_cfg["mention_patterns"])
+                frc = telegram_cfg.get("free_response_chats")
+                if frc is not None and not os.getenv("TELEGRAM_FREE_RESPONSE_CHATS"):
+                    if isinstance(frc, list):
+                        frc = ",".join(str(v) for v in frc)
+                    os.environ["TELEGRAM_FREE_RESPONSE_CHATS"] = str(frc)
     except Exception as e:
         logger.warning(
             "Failed to process config.yaml — falling back to .env / gateway.json values. "
@@ -876,4 +903,3 @@ def _apply_env_overrides(config: GatewayConfig) -> None:
             config.default_reset_policy.at_hour = int(reset_hour)
         except ValueError:
             pass
-

gateway/platforms/base.py

@@ -898,6 +898,26 @@ class BasePlatformAdapter(ABC):
                 except Exception:
                     pass
     
+    # ── Processing lifecycle hooks ──────────────────────────────────────────
+    # Subclasses override these to react to message processing events
+    # (e.g. Discord adds 👀/✅/❌ reactions).
+
+    async def on_processing_start(self, event: MessageEvent) -> None:
+        """Hook called when background processing begins."""
+
+    async def on_processing_complete(self, event: MessageEvent, success: bool) -> None:
+        """Hook called when background processing completes."""
+
+    async def _run_processing_hook(self, hook_name: str, *args: Any, **kwargs: Any) -> None:
+        """Run a lifecycle hook without letting failures break message flow."""
+        hook = getattr(self, hook_name, None)
+        if not callable(hook):
+            return
+        try:
+            await hook(*args, **kwargs)
+        except Exception as e:
+            logger.warning("[%s] %s hook failed: %s", self.name, hook_name, e)
+
     @staticmethod
     def _is_retryable_error(error: Optional[str]) -> bool:
         """Return True if the error string looks like a transient network failure."""
@@ -1060,6 +1080,18 @@ class BasePlatformAdapter(ABC):
 
     async def _process_message_background(self, event: MessageEvent, session_key: str) -> None:
         """Background task that actually processes the message."""
+        # Track delivery outcomes for the processing-complete hook
+        delivery_attempted = False
+        delivery_succeeded = False
+
+        def _record_delivery(result):
+            nonlocal delivery_attempted, delivery_succeeded
+            if result is None:
+                return
+            delivery_attempted = True
+            if getattr(result, "success", False):
+                delivery_succeeded = True
+
         # Create interrupt event for this session
         interrupt_event = asyncio.Event()
         self._active_sessions[session_key] = interrupt_event
@@ -1069,6 +1101,8 @@ class BasePlatformAdapter(ABC):
         typing_task = asyncio.create_task(self._keep_typing(event.source.chat_id, metadata=_thread_metadata))
         
         try:
+            await self._run_processing_hook("on_processing_start", event)
+
             # Call the handler (this can take a while with tool calls)
             response = await self._message_handler(event)
             
@@ -1138,6 +1172,7 @@ class BasePlatformAdapter(ABC):
                         reply_to=event.message_id,
                         metadata=_thread_metadata,
                     )
+                    _record_delivery(result)
 
                 # Human-like pacing delay between text and media
                 human_delay = self._get_human_delay()
@@ -1237,6 +1272,10 @@ class BasePlatformAdapter(ABC):
                     except Exception as file_err:
                         logger.error("[%s] Error sending local file %s: %s", self.name, file_path, file_err)
 
+            # Determine overall success for the processing hook
+            processing_ok = delivery_succeeded if delivery_attempted else not bool(response)
+            await self._run_processing_hook("on_processing_complete", event, processing_ok)
+
             # Check if there's a pending message that was queued during our processing
             if session_key in self._pending_messages:
                 pending_event = self._pending_messages.pop(session_key)
@@ -1253,7 +1292,11 @@ class BasePlatformAdapter(ABC):
                 await self._process_message_background(pending_event, session_key)
                 return  # Already cleaned up
                 
+        except asyncio.CancelledError:
+            await self._run_processing_hook("on_processing_complete", event, False)
+            raise
         except Exception as e:
+            await self._run_processing_hook("on_processing_complete", event, False)
             logger.error("[%s] Error handling message: %s", self.name, e, exc_info=True)
             # Send the error to the user so they aren't left with radio silence
             try:

gateway/platforms/discord.py

@@ -660,6 +660,41 @@ class DiscordAdapter(BasePlatformAdapter):
             pass
 
         logger.info("[%s] Disconnected", self.name)
+
+    async def _add_reaction(self, message: Any, emoji: str) -> bool:
+        """Add an emoji reaction to a Discord message."""
+        if not message or not hasattr(message, "add_reaction"):
+            return False
+        try:
+            await message.add_reaction(emoji)
+            return True
+        except Exception as e:
+            logger.debug("[%s] add_reaction failed (%s): %s", self.name, emoji, e)
+            return False
+
+    async def _remove_reaction(self, message: Any, emoji: str) -> bool:
+        """Remove the bot's own emoji reaction from a Discord message."""
+        if not message or not hasattr(message, "remove_reaction") or not self._client or not self._client.user:
+            return False
+        try:
+            await message.remove_reaction(emoji, self._client.user)
+            return True
+        except Exception as e:
+            logger.debug("[%s] remove_reaction failed (%s): %s", self.name, emoji, e)
+            return False
+
+    async def on_processing_start(self, event: MessageEvent) -> None:
+        """Add an in-progress reaction for normal Discord message events."""
+        message = event.raw_message
+        if hasattr(message, "add_reaction"):
+            await self._add_reaction(message, "👀")
+
+    async def on_processing_complete(self, event: MessageEvent, success: bool) -> None:
+        """Swap the in-progress reaction for a final success/failure reaction."""
+        message = event.raw_message
+        if hasattr(message, "add_reaction"):
+            await self._remove_reaction(message, "👀")
+            await self._add_reaction(message, "✅" if success else "❌")
     
     async def send(
         self,

gateway/platforms/matrix.py

@@ -17,6 +17,8 @@ Environment variables:
 from __future__ import annotations
 
 import asyncio
+import io
+import json
 import logging
 import mimetypes
 import os
@@ -512,8 +514,11 @@ class MatrixAdapter(BasePlatformAdapter):
         reply_to: Optional[str] = None,
         metadata: Optional[Dict[str, Any]] = None,
     ) -> SendResult:
-        """Upload an audio file as a voice message."""
-        return await self._send_local_file(chat_id, audio_path, "m.audio", caption, reply_to, metadata=metadata)
+        """Upload an audio file as a voice message (MSC3245 native voice)."""
+        return await self._send_local_file(
+            chat_id, audio_path, "m.audio", caption, reply_to, 
+            metadata=metadata, is_voice=True
+        )
 
     async def send_video(
         self,
@@ -546,13 +551,16 @@ class MatrixAdapter(BasePlatformAdapter):
         caption: Optional[str] = None,
         reply_to: Optional[str] = None,
         metadata: Optional[Dict[str, Any]] = None,
+        is_voice: bool = False,
     ) -> SendResult:
         """Upload bytes to Matrix and send as a media message."""
         import nio
 
         # Upload to homeserver.
-        resp = await self._client.upload(
-            data,
+        # nio expects a DataProvider (callable) or file-like object, not raw bytes.
+        # nio.upload() returns a tuple (UploadResponse|UploadError, Optional[Dict])
+        resp, maybe_encryption_info = await self._client.upload(
+            io.BytesIO(data),
             content_type=content_type,
             filename=filename,
         )
@@ -574,6 +582,10 @@ class MatrixAdapter(BasePlatformAdapter):
             },
         }
 
+        # Add MSC3245 voice flag for native voice messages.
+        if is_voice:
+            msg_content["org.matrix.msc3245.voice"] = {}
+
         if reply_to:
             msg_content["m.relates_to"] = {
                 "m.in_reply_to": {"event_id": reply_to}
@@ -601,6 +613,7 @@ class MatrixAdapter(BasePlatformAdapter):
         reply_to: Optional[str] = None,
         file_name: Optional[str] = None,
         metadata: Optional[Dict[str, Any]] = None,
+        is_voice: bool = False,
     ) -> SendResult:
         """Read a local file and upload it."""
         p = Path(file_path)
@@ -613,7 +626,7 @@ class MatrixAdapter(BasePlatformAdapter):
         ct = mimetypes.guess_type(fname)[0] or "application/octet-stream"
         data = p.read_bytes()
 
-        return await self._upload_and_send(room_id, data, fname, ct, msgtype, caption, reply_to, metadata)
+        return await self._upload_and_send(room_id, data, fname, ct, msgtype, caption, reply_to, metadata, is_voice)
 
     # ------------------------------------------------------------------
     # Sync loop
@@ -808,11 +821,19 @@ class MatrixAdapter(BasePlatformAdapter):
         event_mimetype = (content_info.get("info") or {}).get("mimetype", "")
         media_type = "application/octet-stream"
         msg_type = MessageType.DOCUMENT
+        is_voice_message = False
+        
         if isinstance(event, nio.RoomMessageImage):
             msg_type = MessageType.PHOTO
             media_type = event_mimetype or "image/png"
         elif isinstance(event, nio.RoomMessageAudio):
-            msg_type = MessageType.AUDIO
+            # Check for MSC3245 voice flag: org.matrix.msc3245.voice: {}
+            source_content = getattr(event, "source", {}).get("content", {})
+            if source_content.get("org.matrix.msc3245.voice") is not None:
+                is_voice_message = True
+                msg_type = MessageType.VOICE
+            else:
+                msg_type = MessageType.AUDIO
             media_type = event_mimetype or "audio/ogg"
         elif isinstance(event, nio.RoomMessageVideo):
             msg_type = MessageType.VIDEO
@@ -850,6 +871,31 @@ class MatrixAdapter(BasePlatformAdapter):
         if relates_to.get("rel_type") == "m.thread":
             thread_id = relates_to.get("event_id")
 
+        # For voice messages, cache audio locally for transcription tools.
+        # Use the authenticated nio client to download (Matrix requires auth for media).
+        media_urls = [http_url] if http_url else None
+        media_types = [media_type] if http_url else None
+        
+        if is_voice_message and url and url.startswith("mxc://"):
+            try:
+                import nio
+                from gateway.platforms.base import cache_audio_from_bytes
+                
+                resp = await self._client.download(mxc=url)
+                if isinstance(resp, nio.MemoryDownloadResponse):
+                    # Extract extension from mimetype or default to .ogg
+                    ext = ".ogg"
+                    if media_type and "/" in media_type:
+                        subtype = media_type.split("/")[1]
+                        ext = f".{subtype}" if subtype else ".ogg"
+                    local_path = cache_audio_from_bytes(resp.body, ext)
+                    media_urls = [local_path]
+                    logger.debug("Matrix: cached voice message to %s", local_path)
+                else:
+                    logger.warning("Matrix: failed to download voice: %s", getattr(resp, "message", resp))
+            except Exception as e:
+                logger.warning("Matrix: failed to cache voice message, using HTTP URL: %s", e)
+
         source = self.build_source(
             chat_id=room.room_id,
             chat_type=chat_type,
@@ -858,8 +904,9 @@ class MatrixAdapter(BasePlatformAdapter):
             thread_id=thread_id,
         )
 
-        # Use cached local path for images, HTTP URL for other media types
-        media_urls = [cached_path] if cached_path else ([http_url] if http_url else None)
+        # Use cached local path for images (voice messages already handled above).
+        if cached_path:
+            media_urls = [cached_path]
         media_types = [media_type] if media_urls else None
 
         msg_event = MessageEvent(

gateway/platforms/slack.py

@@ -9,6 +9,7 @@ Uses slack-bolt (Python) with Socket Mode for:
 """
 
 import asyncio
+import json
 import logging
 import os
 import re
@@ -73,6 +74,10 @@ class SlackAdapter(BasePlatformAdapter):
         self._bot_user_id: Optional[str] = None
         self._user_name_cache: Dict[str, str] = {}  # user_id → display name
         self._socket_mode_task: Optional[asyncio.Task] = None
+        # Multi-workspace support
+        self._team_clients: Dict[str, AsyncWebClient] = {}   # team_id → WebClient
+        self._team_bot_user_ids: Dict[str, str] = {}          # team_id → bot_user_id
+        self._channel_team: Dict[str, str] = {}                # channel_id → team_id
 
     async def connect(self) -> bool:
         """Connect to Slack via Socket Mode."""
@@ -82,16 +87,34 @@ class SlackAdapter(BasePlatformAdapter):
             )
             return False
 
-        bot_token = self.config.token
+        raw_token = self.config.token
         app_token = os.getenv("SLACK_APP_TOKEN")
 
-        if not bot_token:
+        if not raw_token:
             logger.error("[Slack] SLACK_BOT_TOKEN not set")
             return False
         if not app_token:
             logger.error("[Slack] SLACK_APP_TOKEN not set")
             return False
 
+        # Support comma-separated bot tokens for multi-workspace
+        bot_tokens = [t.strip() for t in raw_token.split(",") if t.strip()]
+
+        # Also load tokens from OAuth token file
+        from hermes_constants import get_hermes_home
+        tokens_file = get_hermes_home() / "slack_tokens.json"
+        if tokens_file.exists():
+            try:
+                saved = json.loads(tokens_file.read_text(encoding="utf-8"))
+                for team_id, entry in saved.items():
+                    tok = entry.get("token", "") if isinstance(entry, dict) else ""
+                    if tok and tok not in bot_tokens:
+                        bot_tokens.append(tok)
+                        team_label = entry.get("team_name", team_id) if isinstance(entry, dict) else team_id
+                        logger.info("[Slack] Loaded saved token for workspace %s", team_label)
+            except Exception as e:
+                logger.warning("[Slack] Failed to read %s: %s", tokens_file, e)
+
         try:
             # Acquire scoped lock to prevent duplicate app token usage
             from gateway.status import acquire_scoped_lock
@@ -104,12 +127,30 @@ class SlackAdapter(BasePlatformAdapter):
                 self._set_fatal_error('slack_token_lock', message, retryable=False)
                 return False
 
-            self._app = AsyncApp(token=bot_token)
+            # First token is the primary — used for AsyncApp / Socket Mode
+            primary_token = bot_tokens[0]
+            self._app = AsyncApp(token=primary_token)
 
-            # Get our own bot user ID for mention detection
-            auth_response = await self._app.client.auth_test()
-            self._bot_user_id = auth_response.get("user_id")
-            bot_name = auth_response.get("user", "unknown")
+            # Register each bot token and map team_id → client
+            for token in bot_tokens:
+                client = AsyncWebClient(token=token)
+                auth_response = await client.auth_test()
+                team_id = auth_response.get("team_id", "")
+                bot_user_id = auth_response.get("user_id", "")
+                bot_name = auth_response.get("user", "unknown")
+                team_name = auth_response.get("team", "unknown")
+
+                self._team_clients[team_id] = client
+                self._team_bot_user_ids[team_id] = bot_user_id
+
+                # First token sets the primary bot_user_id (backward compat)
+                if self._bot_user_id is None:
+                    self._bot_user_id = bot_user_id
+
+                logger.info(
+                    "[Slack] Authenticated as @%s in workspace %s (team: %s)",
+                    bot_name, team_name, team_id,
+                )
 
             # Register message event handler
             @self._app.event("message")
@@ -134,7 +175,10 @@ class SlackAdapter(BasePlatformAdapter):
             self._socket_mode_task = asyncio.create_task(self._handler.start_async())
 
             self._running = True
-            logger.info("[Slack] Connected as @%s (Socket Mode)", bot_name)
+            logger.info(
+                "[Slack] Socket Mode connected (%d workspace(s))",
+                len(self._team_clients),
+            )
             return True
 
         except Exception as e:  # pragma: no cover - defensive logging
@@ -161,6 +205,13 @@ class SlackAdapter(BasePlatformAdapter):
 
         logger.info("[Slack] Disconnected")
 
+    def _get_client(self, chat_id: str) -> AsyncWebClient:
+        """Return the workspace-specific WebClient for a channel."""
+        team_id = self._channel_team.get(chat_id)
+        if team_id and team_id in self._team_clients:
+            return self._team_clients[team_id]
+        return self._app.client  # fallback to primary
+
     async def send(
         self,
         chat_id: str,
@@ -197,7 +248,7 @@ class SlackAdapter(BasePlatformAdapter):
                     if broadcast and i == 0:
                         kwargs["reply_broadcast"] = True
 
-                last_result = await self._app.client.chat_postMessage(**kwargs)
+                last_result = await self._get_client(chat_id).chat_postMessage(**kwargs)
 
             return SendResult(
                 success=True,
@@ -219,7 +270,7 @@ class SlackAdapter(BasePlatformAdapter):
         if not self._app:
             return SendResult(success=False, error="Not connected")
         try:
-            await self._app.client.chat_update(
+            await self._get_client(chat_id).chat_update(
                 channel=chat_id,
                 ts=message_id,
                 text=content,
@@ -253,7 +304,7 @@ class SlackAdapter(BasePlatformAdapter):
             return  # Can only set status in a thread context
 
         try:
-            await self._app.client.assistant_threads_setStatus(
+            await self._get_client(chat_id).assistant_threads_setStatus(
                 channel_id=chat_id,
                 thread_ts=thread_ts,
                 status="is thinking...",
@@ -295,7 +346,7 @@ class SlackAdapter(BasePlatformAdapter):
         if not os.path.exists(file_path):
             raise FileNotFoundError(f"File not found: {file_path}")
 
-        result = await self._app.client.files_upload_v2(
+        result = await self._get_client(chat_id).files_upload_v2(
             channel=chat_id,
             file=file_path,
             filename=os.path.basename(file_path),
@@ -397,7 +448,7 @@ class SlackAdapter(BasePlatformAdapter):
         if not self._app:
             return False
         try:
-            await self._app.client.reactions_add(
+            await self._get_client(channel).reactions_add(
                 channel=channel, timestamp=timestamp, name=emoji
             )
             return True
@@ -413,7 +464,7 @@ class SlackAdapter(BasePlatformAdapter):
         if not self._app:
             return False
         try:
-            await self._app.client.reactions_remove(
+            await self._get_client(channel).reactions_remove(
                 channel=channel, timestamp=timestamp, name=emoji
             )
             return True
@@ -423,7 +474,7 @@ class SlackAdapter(BasePlatformAdapter):
 
     # ----- User identity resolution -----
 
-    async def _resolve_user_name(self, user_id: str) -> str:
+    async def _resolve_user_name(self, user_id: str, chat_id: str = "") -> str:
         """Resolve a Slack user ID to a display name, with caching."""
         if not user_id:
             return ""
@@ -434,7 +485,8 @@ class SlackAdapter(BasePlatformAdapter):
             return user_id
 
         try:
-            result = await self._app.client.users_info(user=user_id)
+            client = self._get_client(chat_id) if chat_id else self._app.client
+            result = await client.users_info(user=user_id)
             user = result.get("user", {})
             # Prefer display_name → real_name → user_id
             profile = user.get("profile", {})
@@ -498,7 +550,7 @@ class SlackAdapter(BasePlatformAdapter):
                 response = await client.get(image_url)
                 response.raise_for_status()
 
-            result = await self._app.client.files_upload_v2(
+            result = await self._get_client(chat_id).files_upload_v2(
                 channel=chat_id,
                 content=response.content,
                 filename="image.png",
@@ -558,7 +610,7 @@ class SlackAdapter(BasePlatformAdapter):
             return SendResult(success=False, error=f"Video file not found: {video_path}")
 
         try:
-            result = await self._app.client.files_upload_v2(
+            result = await self._get_client(chat_id).files_upload_v2(
                 channel=chat_id,
                 file=video_path,
                 filename=os.path.basename(video_path),
@@ -599,7 +651,7 @@ class SlackAdapter(BasePlatformAdapter):
         display_name = file_name or os.path.basename(file_path)
 
         try:
-            result = await self._app.client.files_upload_v2(
+            result = await self._get_client(chat_id).files_upload_v2(
                 channel=chat_id,
                 file=file_path,
                 filename=display_name,
@@ -627,7 +679,7 @@ class SlackAdapter(BasePlatformAdapter):
             return {"name": chat_id, "type": "unknown"}
 
         try:
-            result = await self._app.client.conversations_info(channel=chat_id)
+            result = await self._get_client(chat_id).conversations_info(channel=chat_id)
             channel = result.get("channel", {})
             is_dm = channel.get("is_im", False)
             return {
@@ -660,6 +712,11 @@ class SlackAdapter(BasePlatformAdapter):
         user_id = event.get("user", "")
         channel_id = event.get("channel", "")
         ts = event.get("ts", "")
+        team_id = event.get("team", "")
+
+        # Track which workspace owns this channel
+        if team_id and channel_id:
+            self._channel_team[channel_id] = team_id
 
         # Determine if this is a DM or channel message
         channel_type = event.get("channel_type", "")
@@ -676,11 +733,12 @@ class SlackAdapter(BasePlatformAdapter):
             thread_ts = event.get("thread_ts") or ts  # ts fallback for channels
 
         # In channels, only respond if bot is mentioned
-        if not is_dm and self._bot_user_id:
-            if f"<@{self._bot_user_id}>" not in text:
+        bot_uid = self._team_bot_user_ids.get(team_id, self._bot_user_id)
+        if not is_dm and bot_uid:
+            if f"<@{bot_uid}>" not in text:
                 return
             # Strip the bot mention from the text
-            text = text.replace(f"<@{self._bot_user_id}>", "").strip()
+            text = text.replace(f"<@{bot_uid}>", "").strip()
 
         # Determine message type
         msg_type = MessageType.TEXT
@@ -700,7 +758,7 @@ class SlackAdapter(BasePlatformAdapter):
                     if ext not in (".jpg", ".jpeg", ".png", ".gif", ".webp"):
                         ext = ".jpg"
                     # Slack private URLs require the bot token as auth header
-                    cached = await self._download_slack_file(url, ext)
+                    cached = await self._download_slack_file(url, ext, team_id=team_id)
                     media_urls.append(cached)
                     media_types.append(mimetype)
                     msg_type = MessageType.PHOTO
@@ -711,7 +769,7 @@ class SlackAdapter(BasePlatformAdapter):
                     ext = "." + mimetype.split("/")[-1].split(";")[0]
                     if ext not in (".ogg", ".mp3", ".wav", ".webm", ".m4a"):
                         ext = ".ogg"
-                    cached = await self._download_slack_file(url, ext, audio=True)
+                    cached = await self._download_slack_file(url, ext, audio=True, team_id=team_id)
                     media_urls.append(cached)
                     media_types.append(mimetype)
                     msg_type = MessageType.VOICE
@@ -742,7 +800,7 @@ class SlackAdapter(BasePlatformAdapter):
                         continue
 
                     # Download and cache
-                    raw_bytes = await self._download_slack_file_bytes(url)
+                    raw_bytes = await self._download_slack_file_bytes(url, team_id=team_id)
                     cached_path = cache_document_from_bytes(
                         raw_bytes, original_filename or f"document{ext}"
                     )
@@ -771,7 +829,7 @@ class SlackAdapter(BasePlatformAdapter):
                     logger.warning("[Slack] Failed to cache document from %s: %s", url, e, exc_info=True)
 
         # Resolve user display name (cached after first lookup)
-        user_name = await self._resolve_user_name(user_id)
+        user_name = await self._resolve_user_name(user_id, chat_id=channel_id)
 
         # Build source
         source = self.build_source(
@@ -808,6 +866,11 @@ class SlackAdapter(BasePlatformAdapter):
         text = command.get("text", "").strip()
         user_id = command.get("user_id", "")
         channel_id = command.get("channel_id", "")
+        team_id = command.get("team_id", "")
+
+        # Track which workspace owns this channel
+        if team_id and channel_id:
+            self._channel_team[channel_id] = team_id
 
         # Map subcommands to gateway commands — derived from central registry.
         # Also keep "compact" as a Slack-specific alias for /compress.
@@ -839,12 +902,12 @@ class SlackAdapter(BasePlatformAdapter):
 
         await self.handle_message(event)
 
-    async def _download_slack_file(self, url: str, ext: str, audio: bool = False) -> str:
+    async def _download_slack_file(self, url: str, ext: str, audio: bool = False, team_id: str = "") -> str:
         """Download a Slack file using the bot token for auth, with retry."""
         import asyncio
         import httpx
 
-        bot_token = self.config.token
+        bot_token = self._team_clients[team_id].token if team_id and team_id in self._team_clients else self.config.token
         last_exc = None
 
         async with httpx.AsyncClient(timeout=30.0, follow_redirects=True) as client:
@@ -874,12 +937,12 @@ class SlackAdapter(BasePlatformAdapter):
                     raise
         raise last_exc
 
-    async def _download_slack_file_bytes(self, url: str) -> bytes:
+    async def _download_slack_file_bytes(self, url: str, team_id: str = "") -> bytes:
         """Download a Slack file and return raw bytes, with retry."""
         import asyncio
         import httpx
 
-        bot_token = self.config.token
+        bot_token = self._team_clients[team_id].token if team_id and team_id in self._team_clients else self.config.token
         last_exc = None
 
         async with httpx.AsyncClient(timeout=30.0, follow_redirects=True) as client:

gateway/platforms/telegram.py

@@ -8,6 +8,7 @@ Uses python-telegram-bot library for:
 """
 
 import asyncio
+import json
 import logging
 import os
 import re
@@ -122,6 +123,8 @@ class TelegramAdapter(BasePlatformAdapter):
         super().__init__(config, Platform.TELEGRAM)
         self._app: Optional[Application] = None
         self._bot: Optional[Bot] = None
+        self._webhook_mode: bool = False
+        self._mention_patterns = self._compile_mention_patterns()
         self._reply_to_mode: str = getattr(config, 'reply_to_mode', 'first') or 'first'
         # Buffer rapid/album photo updates so Telegram image bursts are handled
         # as a single MessageEvent instead of self-interrupting multiple turns.
@@ -456,7 +459,19 @@ class TelegramAdapter(BasePlatformAdapter):
                     self._persist_dm_topic_thread_id(int(chat_id), topic_name, thread_id)
 
     async def connect(self) -> bool:
-        """Connect to Telegram and start polling for updates."""
+        """Connect to Telegram via polling or webhook.
+
+        By default, uses long polling (outbound connection to Telegram).
+        If ``TELEGRAM_WEBHOOK_URL`` is set, starts an HTTP webhook server
+        instead.  Webhook mode is useful for cloud deployments (Fly.io,
+        Railway) where inbound HTTP can wake a suspended machine.
+
+        Env vars for webhook mode::
+
+            TELEGRAM_WEBHOOK_URL    Public HTTPS URL (e.g. https://app.fly.dev/telegram)
+            TELEGRAM_WEBHOOK_PORT   Local listen port (default 8443)
+            TELEGRAM_WEBHOOK_SECRET Secret token for update verification
+        """
         if not TELEGRAM_AVAILABLE:
             logger.error(
                 "[%s] python-telegram-bot not installed. Run: pip install python-telegram-bot",
@@ -550,37 +565,76 @@ class TelegramAdapter(BasePlatformAdapter):
                     else:
                         raise
             await self._app.start()
-            loop = asyncio.get_running_loop()
 
-            def _polling_error_callback(error: Exception) -> None:
-                if self._polling_error_task and not self._polling_error_task.done():
-                    return
-                if self._looks_like_polling_conflict(error):
-                    self._polling_error_task = loop.create_task(self._handle_polling_conflict(error))
-                elif self._looks_like_network_error(error):
-                    logger.warning("[%s] Telegram network error, scheduling reconnect: %s", self.name, error)
-                    self._polling_error_task = loop.create_task(self._handle_polling_network_error(error))
-                else:
-                    logger.error("[%s] Telegram polling error: %s", self.name, error, exc_info=True)
+            # Decide between webhook and polling mode
+            webhook_url = os.getenv("TELEGRAM_WEBHOOK_URL", "").strip()
 
-            # Store reference for retry use in _handle_polling_conflict
-            self._polling_error_callback_ref = _polling_error_callback
+            if webhook_url:
+                # ── Webhook mode ─────────────────────────────────────
+                # Telegram pushes updates to our HTTP endpoint.  This
+                # enables cloud platforms (Fly.io, Railway) to auto-wake
+                # suspended machines on inbound HTTP traffic.
+                webhook_port = int(os.getenv("TELEGRAM_WEBHOOK_PORT", "8443"))
+                webhook_secret = os.getenv("TELEGRAM_WEBHOOK_SECRET", "").strip() or None
+                from urllib.parse import urlparse
+                webhook_path = urlparse(webhook_url).path or "/telegram"
 
-            await self._app.updater.start_polling(
-                allowed_updates=Update.ALL_TYPES,
-                drop_pending_updates=True,
-                error_callback=_polling_error_callback,
-            )
+                await self._app.updater.start_webhook(
+                    listen="0.0.0.0",
+                    port=webhook_port,
+                    url_path=webhook_path,
+                    webhook_url=webhook_url,
+                    secret_token=webhook_secret,
+                    allowed_updates=Update.ALL_TYPES,
+                    drop_pending_updates=True,
+                )
+                self._webhook_mode = True
+                logger.info(
+                    "[%s] Webhook server listening on 0.0.0.0:%d%s",
+                    self.name, webhook_port, webhook_path,
+                )
+            else:
+                # ── Polling mode (default) ───────────────────────────
+                loop = asyncio.get_running_loop()
+
+                def _polling_error_callback(error: Exception) -> None:
+                    if self._polling_error_task and not self._polling_error_task.done():
+                        return
+                    if self._looks_like_polling_conflict(error):
+                        self._polling_error_task = loop.create_task(self._handle_polling_conflict(error))
+                    elif self._looks_like_network_error(error):
+                        logger.warning("[%s] Telegram network error, scheduling reconnect: %s", self.name, error)
+                        self._polling_error_task = loop.create_task(self._handle_polling_network_error(error))
+                    else:
+                        logger.error("[%s] Telegram polling error: %s", self.name, error, exc_info=True)
+
+                # Store reference for retry use in _handle_polling_conflict
+                self._polling_error_callback_ref = _polling_error_callback
+
+                await self._app.updater.start_polling(
+                    allowed_updates=Update.ALL_TYPES,
+                    drop_pending_updates=True,
+                    error_callback=_polling_error_callback,
+                )
             
             # Register bot commands so Telegram shows a hint menu when users type /
             # List is derived from the central COMMAND_REGISTRY — adding a new
             # gateway command there automatically adds it to the Telegram menu.
             try:
                 from telegram import BotCommand
-                from hermes_cli.commands import telegram_bot_commands
+                from hermes_cli.commands import telegram_menu_commands
+                # Telegram allows up to 100 commands but has an undocumented
+                # payload size limit.  Skill descriptions are truncated to 40
+                # chars in telegram_menu_commands() to fit 100 commands safely.
+                menu_commands, hidden_count = telegram_menu_commands(max_commands=100)
                 await self._bot.set_my_commands([
-                    BotCommand(name, desc) for name, desc in telegram_bot_commands()
+                    BotCommand(name, desc) for name, desc in menu_commands
                 ])
+                if hidden_count:
+                    logger.info(
+                        "[%s] Telegram menu: %d commands registered, %d hidden (over 100 limit). Use /commands for full list.",
+                        self.name, len(menu_commands), hidden_count,
+                    )
             except Exception as e:
                 logger.warning(
                     "[%s] Could not register Telegram command menu: %s",
@@ -590,7 +644,8 @@ class TelegramAdapter(BasePlatformAdapter):
                 )
             
             self._mark_connected()
-            logger.info("[%s] Connected and polling for Telegram updates", self.name)
+            mode = "webhook" if self._webhook_mode else "polling"
+            logger.info("[%s] Connected to Telegram (%s mode)", self.name, mode)
 
             # Set up DM topics (Bot API 9.4 — Private Chat Topics)
             # Runs after connection is established so the bot can call createForumTopic.
@@ -618,7 +673,7 @@ class TelegramAdapter(BasePlatformAdapter):
             return False
     
     async def disconnect(self) -> None:
-        """Stop polling, cancel pending album flushes, and disconnect."""
+        """Stop polling/webhook, cancel pending album flushes, and disconnect."""
         pending_media_group_tasks = list(self._media_group_tasks.values())
         for task in pending_media_group_tasks:
             task.cancel()
@@ -1325,6 +1380,148 @@ class TelegramAdapter(BasePlatformAdapter):
 
         return text
     
+    # ── Group mention gating ──────────────────────────────────────────────
+
+    def _telegram_require_mention(self) -> bool:
+        """Return whether group chats should require an explicit bot trigger."""
+        configured = self.config.extra.get("require_mention")
+        if configured is not None:
+            if isinstance(configured, str):
+                return configured.lower() in ("true", "1", "yes", "on")
+            return bool(configured)
+        return os.getenv("TELEGRAM_REQUIRE_MENTION", "false").lower() in ("true", "1", "yes", "on")
+
+    def _telegram_free_response_chats(self) -> set[str]:
+        raw = self.config.extra.get("free_response_chats")
+        if raw is None:
+            raw = os.getenv("TELEGRAM_FREE_RESPONSE_CHATS", "")
+        if isinstance(raw, list):
+            return {str(part).strip() for part in raw if str(part).strip()}
+        return {part.strip() for part in str(raw).split(",") if part.strip()}
+
+    def _compile_mention_patterns(self) -> List[re.Pattern]:
+        """Compile optional regex wake-word patterns for group triggers."""
+        patterns = self.config.extra.get("mention_patterns")
+        if patterns is None:
+            raw = os.getenv("TELEGRAM_MENTION_PATTERNS", "").strip()
+            if raw:
+                try:
+                    loaded = json.loads(raw)
+                except Exception:
+                    loaded = [part.strip() for part in raw.splitlines() if part.strip()]
+                    if not loaded:
+                        loaded = [part.strip() for part in raw.split(",") if part.strip()]
+                patterns = loaded
+
+        if patterns is None:
+            return []
+        if isinstance(patterns, str):
+            patterns = [patterns]
+        if not isinstance(patterns, list):
+            logger.warning(
+                "[%s] telegram mention_patterns must be a list or string; got %s",
+                self.name,
+                type(patterns).__name__,
+            )
+            return []
+
+        compiled: List[re.Pattern] = []
+        for pattern in patterns:
+            if not isinstance(pattern, str) or not pattern.strip():
+                continue
+            try:
+                compiled.append(re.compile(pattern, re.IGNORECASE))
+            except re.error as exc:
+                logger.warning("[%s] Invalid Telegram mention pattern %r: %s", self.name, pattern, exc)
+        if compiled:
+            logger.info("[%s] Loaded %d Telegram mention pattern(s)", self.name, len(compiled))
+        return compiled
+
+    def _is_group_chat(self, message: Message) -> bool:
+        chat = getattr(message, "chat", None)
+        if not chat:
+            return False
+        chat_type = str(getattr(chat, "type", "")).split(".")[-1].lower()
+        return chat_type in ("group", "supergroup")
+
+    def _is_reply_to_bot(self, message: Message) -> bool:
+        if not self._bot or not getattr(message, "reply_to_message", None):
+            return False
+        reply_user = getattr(message.reply_to_message, "from_user", None)
+        return bool(reply_user and getattr(reply_user, "id", None) == getattr(self._bot, "id", None))
+
+    def _message_mentions_bot(self, message: Message) -> bool:
+        if not self._bot:
+            return False
+
+        bot_username = (getattr(self._bot, "username", None) or "").lstrip("@").lower()
+        bot_id = getattr(self._bot, "id", None)
+
+        def _iter_sources():
+            yield getattr(message, "text", None) or "", getattr(message, "entities", None) or []
+            yield getattr(message, "caption", None) or "", getattr(message, "caption_entities", None) or []
+
+        for source_text, entities in _iter_sources():
+            if bot_username and f"@{bot_username}" in source_text.lower():
+                return True
+            for entity in entities:
+                entity_type = str(getattr(entity, "type", "")).split(".")[-1].lower()
+                if entity_type == "mention" and bot_username:
+                    offset = int(getattr(entity, "offset", -1))
+                    length = int(getattr(entity, "length", 0))
+                    if offset < 0 or length <= 0:
+                        continue
+                    if source_text[offset:offset + length].strip().lower() == f"@{bot_username}":
+                        return True
+                elif entity_type == "text_mention":
+                    user = getattr(entity, "user", None)
+                    if user and getattr(user, "id", None) == bot_id:
+                        return True
+        return False
+
+    def _message_matches_mention_patterns(self, message: Message) -> bool:
+        if not self._mention_patterns:
+            return False
+        for candidate in (getattr(message, "text", None), getattr(message, "caption", None)):
+            if not candidate:
+                continue
+            for pattern in self._mention_patterns:
+                if pattern.search(candidate):
+                    return True
+        return False
+
+    def _clean_bot_trigger_text(self, text: Optional[str]) -> Optional[str]:
+        if not text or not self._bot or not getattr(self._bot, "username", None):
+            return text
+        username = re.escape(self._bot.username)
+        cleaned = re.sub(rf"(?i)@{username}\b[,:\-]*\s*", "", text).strip()
+        return cleaned or text
+
+    def _should_process_message(self, message: Message, *, is_command: bool = False) -> bool:
+        """Apply Telegram group trigger rules.
+
+        DMs remain unrestricted. Group/supergroup messages are accepted when:
+        - the chat is explicitly allowlisted in ``free_response_chats``
+        - ``require_mention`` is disabled
+        - the message is a command
+        - the message replies to the bot
+        - the bot is @mentioned
+        - the text/caption matches a configured regex wake-word pattern
+        """
+        if not self._is_group_chat(message):
+            return True
+        if str(getattr(getattr(message, "chat", None), "id", "")) in self._telegram_free_response_chats():
+            return True
+        if not self._telegram_require_mention():
+            return True
+        if is_command:
+            return True
+        if self._is_reply_to_bot(message):
+            return True
+        if self._message_mentions_bot(message):
+            return True
+        return self._message_matches_mention_patterns(message)
+
     async def _handle_text_message(self, update: Update, context: ContextTypes.DEFAULT_TYPE) -> None:
         """Handle incoming text messages.
 
@@ -1334,14 +1531,19 @@ class TelegramAdapter(BasePlatformAdapter):
         """
         if not update.message or not update.message.text:
             return
+        if not self._should_process_message(update.message):
+            return
 
         event = self._build_message_event(update.message, MessageType.TEXT)
+        event.text = self._clean_bot_trigger_text(event.text)
         self._enqueue_text_event(event)
     
     async def _handle_command(self, update: Update, context: ContextTypes.DEFAULT_TYPE) -> None:
         """Handle incoming command messages."""
         if not update.message or not update.message.text:
             return
+        if not self._should_process_message(update.message, is_command=True):
+            return
         
         event = self._build_message_event(update.message, MessageType.COMMAND)
         await self.handle_message(event)
@@ -1350,6 +1552,8 @@ class TelegramAdapter(BasePlatformAdapter):
         """Handle incoming location/venue pin messages."""
         if not update.message:
             return
+        if not self._should_process_message(update.message):
+            return
 
         msg = update.message
         venue = getattr(msg, "venue", None)
@@ -1493,6 +1697,8 @@ class TelegramAdapter(BasePlatformAdapter):
         """Handle incoming media messages, downloading images to local cache."""
         if not update.message:
             return
+        if not self._should_process_message(update.message):
+            return
         
         msg = update.message
         
@@ -1516,7 +1722,7 @@ class TelegramAdapter(BasePlatformAdapter):
         
         # Add caption as text
         if msg.caption:
-            event.text = msg.caption
+            event.text = self._clean_bot_trigger_text(msg.caption)
         
         # Handle stickers: describe via vision tool with caching
         if msg.sticker:

gateway/run.py

@@ -301,6 +301,50 @@ def _resolve_runtime_agent_kwargs() -> dict:
     }
 
 
+def _check_unavailable_skill(command_name: str) -> str | None:
+    """Check if a command matches a known-but-inactive skill.
+
+    Returns a helpful message if the skill exists but is disabled or only
+    available as an optional install. Returns None if no match found.
+    """
+    # Normalize: command uses hyphens, skill names may use hyphens or underscores
+    normalized = command_name.lower().replace("_", "-")
+    try:
+        from tools.skills_tool import SKILLS_DIR, _get_disabled_skill_names
+        disabled = _get_disabled_skill_names()
+
+        # Check disabled built-in skills
+        for skill_md in SKILLS_DIR.rglob("SKILL.md"):
+            if any(part in ('.git', '.github', '.hub') for part in skill_md.parts):
+                continue
+            name = skill_md.parent.name.lower().replace("_", "-")
+            if name == normalized and name in disabled:
+                return (
+                    f"The **{command_name}** skill is installed but disabled.\n"
+                    f"Enable it with: `hermes skills config`"
+                )
+
+        # Check optional skills (shipped with repo but not installed)
+        from hermes_constants import get_hermes_home
+        repo_root = Path(__file__).resolve().parent.parent
+        optional_dir = repo_root / "optional-skills"
+        if optional_dir.exists():
+            for skill_md in optional_dir.rglob("SKILL.md"):
+                name = skill_md.parent.name.lower().replace("_", "-")
+                if name == normalized:
+                    # Build install path: official/<category>/<name>
+                    rel = skill_md.parent.relative_to(optional_dir)
+                    parts = list(rel.parts)
+                    install_path = f"official/{'/'.join(parts)}"
+                    return (
+                        f"The **{command_name}** skill is available but not installed.\n"
+                        f"Install it with: `hermes skills install {install_path}`"
+                    )
+    except Exception:
+        pass
+    return None
+
+
 def _platform_config_key(platform: "Platform") -> str:
     """Map a Platform enum to its config.yaml key (LOCAL→"cli", rest→enum value)."""
     return "cli" if platform == Platform.LOCAL else platform.value
@@ -432,6 +476,13 @@ class GatewayRunner:
         self._honcho_managers: Dict[str, Any] = {}
         self._honcho_configs: Dict[str, Any] = {}
 
+        # Rate-limit compression warning messages sent to users.
+        # Keyed by chat_id — value is the timestamp of the last warning sent.
+        # Prevents the warning from firing on every message when a session
+        # remains above the threshold after compression.
+        self._compression_warn_sent: Dict[str, float] = {}
+        self._compression_warn_cooldown: int = 3600  # seconds (1 hour)
+
         # Ensure tirith security scanner is available (downloads if needed)
         try:
             from tools.tirith_security import ensure_installed
@@ -1651,6 +1702,11 @@ class GatewayRunner:
             # In DMs: offer pairing code. In groups: silently ignore.
             if source.chat_type == "dm" and self._get_unauthorized_dm_behavior(source.platform) == "pair":
                 platform_name = source.platform.value if source.platform else "unknown"
+                # Rate-limit ALL pairing responses (code or rejection) to
+                # prevent spamming the user with repeated messages when
+                # multiple DMs arrive in quick succession.
+                if self.pairing_store._is_rate_limited(platform_name, source.user_id):
+                    return None
                 code = self.pairing_store.generate_code(
                     platform_name, source.user_id, source.user_name or ""
                 )
@@ -1672,6 +1728,8 @@ class GatewayRunner:
                             "Too many pairing requests right now~ "
                             "Please try again later!"
                         )
+                    # Record rate limit so subsequent messages are silently ignored
+                    self.pairing_store._record_rate_limit(platform_name, source.user_id)
             return None
         
         # PRIORITY handling when an agent is already running for this session.
@@ -1817,7 +1875,13 @@ class GatewayRunner:
         
         if canonical == "help":
             return await self._handle_help_command(event)
+
+        if canonical == "commands":
+            return await self._handle_commands_command(event)
         
+        if canonical == "profile":
+            return await self._handle_profile_command(event)
+
         if canonical == "status":
             return await self._handle_status_command(event)
         
@@ -1830,6 +1894,9 @@ class GatewayRunner:
         if canonical == "verbose":
             return await self._handle_verbose_command(event)
 
+        if canonical == "yolo":
+            return await self._handle_yolo_command(event)
+
         if canonical == "provider":
             return await self._handle_provider_command(event)
         
@@ -1974,6 +2041,12 @@ class GatewayRunner:
                     if msg:
                         event.text = msg
                         # Fall through to normal message processing with skill content
+                else:
+                    # Not an active skill — check if it's a known-but-disabled or
+                    # uninstalled skill and give actionable guidance.
+                    _unavail_msg = _check_unavailable_skill(command)
+                    if _unavail_msg:
+                        return _unavail_msg
             except Exception as e:
                 logger.debug("Skill command check failed (non-fatal): %s", e)
         
@@ -2344,13 +2417,18 @@ class GatewayRunner:
                                         pass
 
                                 # Still too large after compression — warn user
+                                # Rate-limited to once per cooldown period per
+                                # chat to avoid spamming on every message.
                                 if _new_tokens >= _warn_token_threshold:
                                     logger.warning(
                                         "Session hygiene: still ~%s tokens after "
                                         "compression — suggesting /reset",
                                         f"{_new_tokens:,}",
                                     )
-                                    if _hyg_adapter:
+                                    _now = time.time()
+                                    _last_warn = self._compression_warn_sent.get(source.chat_id, 0)
+                                    if _hyg_adapter and _now - _last_warn >= self._compression_warn_cooldown:
+                                        self._compression_warn_sent[source.chat_id] = _now
                                         try:
                                             await _hyg_adapter.send(
                                                 source.chat_id,
@@ -2372,7 +2450,10 @@ class GatewayRunner:
                         if _approx_tokens >= _warn_token_threshold:
                             _hyg_adapter = self.adapters.get(source.platform)
                             _hyg_meta = {"thread_id": source.thread_id} if source.thread_id else None
-                            if _hyg_adapter:
+                            _now = time.time()
+                            _last_warn = self._compression_warn_sent.get(source.chat_id, 0)
+                            if _hyg_adapter and _now - _last_warn >= self._compression_warn_cooldown:
+                                self._compression_warn_sent[source.chat_id] = _now
                                 try:
                                     await _hyg_adapter.send(
                                         source.chat_id,
@@ -2999,6 +3080,36 @@ class GatewayRunner:
             return f"{header}\n\n{session_info}"
         return header
     
+    async def _handle_profile_command(self, event: MessageEvent) -> str:
+        """Handle /profile — show active profile name and home directory."""
+        from hermes_constants import get_hermes_home, display_hermes_home
+        from pathlib import Path
+
+        home = get_hermes_home()
+        display = display_hermes_home()
+
+        # Detect profile name from HERMES_HOME path
+        # Profile paths look like: ~/.hermes/profiles/<name>
+        profiles_parent = Path.home() / ".hermes" / "profiles"
+        try:
+            rel = home.relative_to(profiles_parent)
+            profile_name = str(rel).split("/")[0]
+        except ValueError:
+            profile_name = None
+
+        if profile_name:
+            lines = [
+                f"👤 **Profile:** `{profile_name}`",
+                f"📂 **Home:** `{display}`",
+            ]
+        else:
+            lines = [
+                "👤 **Profile:** default",
+                f"📂 **Home:** `{display}`",
+            ]
+
+        return "\n".join(lines)
+
     async def _handle_status_command(self, event: MessageEvent) -> str:
         """Handle /status command."""
         source = event.source
@@ -3065,12 +3176,69 @@ class GatewayRunner:
             from agent.skill_commands import get_skill_commands
             skill_cmds = get_skill_commands()
             if skill_cmds:
-                lines.append(f"\n⚡ **Skill Commands** ({len(skill_cmds)} installed):")
-                for cmd in sorted(skill_cmds):
+                lines.append(f"\n⚡ **Skill Commands** ({len(skill_cmds)} active):")
+                # Show first 10, then point to /commands for the rest
+                sorted_cmds = sorted(skill_cmds)
+                for cmd in sorted_cmds[:10]:
                     lines.append(f"`{cmd}` — {skill_cmds[cmd]['description']}")
+                if len(sorted_cmds) > 10:
+                    lines.append(f"\n... and {len(sorted_cmds) - 10} more. Use `/commands` for the full paginated list.")
         except Exception:
             pass
         return "\n".join(lines)
+
+    async def _handle_commands_command(self, event: MessageEvent) -> str:
+        """Handle /commands [page] - paginated list of all commands and skills."""
+        from hermes_cli.commands import gateway_help_lines
+
+        raw_args = event.get_command_args().strip()
+        if raw_args:
+            try:
+                requested_page = int(raw_args)
+            except ValueError:
+                return "Usage: `/commands [page]`"
+        else:
+            requested_page = 1
+
+        # Build combined entry list: built-in commands + skill commands
+        entries = list(gateway_help_lines())
+        try:
+            from agent.skill_commands import get_skill_commands
+            skill_cmds = get_skill_commands()
+            if skill_cmds:
+                entries.append("")
+                entries.append("⚡ **Skill Commands**:")
+                for cmd in sorted(skill_cmds):
+                    desc = skill_cmds[cmd].get("description", "").strip() or "Skill command"
+                    entries.append(f"`{cmd}` — {desc}")
+        except Exception:
+            pass
+
+        if not entries:
+            return "No commands available."
+
+        from gateway.config import Platform
+        page_size = 15 if event.source.platform == Platform.TELEGRAM else 20
+        total_pages = max(1, (len(entries) + page_size - 1) // page_size)
+        page = max(1, min(requested_page, total_pages))
+        start = (page - 1) * page_size
+        page_entries = entries[start:start + page_size]
+
+        lines = [
+            f"📚 **Commands** ({len(entries)} total, page {page}/{total_pages})",
+            "",
+            *page_entries,
+        ]
+        if total_pages > 1:
+            nav_parts = []
+            if page > 1:
+                nav_parts.append(f"`/commands {page - 1}` ← prev")
+            if page < total_pages:
+                nav_parts.append(f"next → `/commands {page + 1}`")
+            lines.extend(["", " | ".join(nav_parts)])
+        if page != requested_page:
+            lines.append(f"_(Requested page {requested_page} was out of range, showing page {page}.)_")
+        return "\n".join(lines)
     
     async def _handle_provider_command(self, event: MessageEvent) -> str:
         """Handle /provider command - show available providers."""
@@ -3891,7 +4059,7 @@ class GatewayRunner:
                 # Send media files
                 for media_path in (media_files or []):
                     try:
-                        await adapter.send_file(
+                        await adapter.send_document(
                             chat_id=source.chat_id,
                             file_path=media_path,
                         )
@@ -3999,6 +4167,16 @@ class GatewayRunner:
         else:
             return f"🧠 ✓ Reasoning effort set to `{effort}` (this session only)"
 
+    async def _handle_yolo_command(self, event: MessageEvent) -> str:
+        """Handle /yolo — toggle dangerous command approval bypass."""
+        current = bool(os.environ.get("HERMES_YOLO_MODE"))
+        if current:
+            os.environ.pop("HERMES_YOLO_MODE", None)
+            return "⚠️ YOLO mode **OFF** — dangerous commands will require approval."
+        else:
+            os.environ["HERMES_YOLO_MODE"] = "1"
+            return "⚡ YOLO mode **ON** — all commands auto-approved. Use with caution."
+
     async def _handle_verbose_command(self, event: MessageEvent) -> str:
         """Handle /verbose command — cycle tool progress display mode.