sync: auto-sync from GURU-BEAST-ROG at 2026-05-01 15:05:53

Author: Mike Swanson
Machine: GURU-BEAST-ROG
Timestamp: 2026-05-01 15:05:53

projects/discord-bot/.env.example

@@ -2,20 +2,19 @@
 DISCORD_TOKEN=your_discord_bot_token_here
 DISCORD_GUILD_ID=your_guild_id_here
 
-# Anthropic Claude API
+# Anthropic Claude
-ANTHROPIC_API_KEY=your_anthropic_api_key_here
+# Auth: leave ANTHROPIC_API_KEY unset to use the local Claude Code OAuth
+# (Pro/Max subscription, shared with your interactive Claude Code).
+# Set it to use the API with metered billing.
+# ANTHROPIC_API_KEY=
+CLAUDE_MODEL=claude-sonnet-4-6
 
-# ClaudeTools API
+# Workspace the agent operates in (its cwd).
-CLAUDETOOLS_API_URL=http://172.16.3.30:8001
+# Windows default: c:/Users/guru/ClaudeTools
-CLAUDETOOLS_API_KEY=your_api_key_here
+# Mac:             /Users/<you>/ClaudeTools
-
+# Linux:           /home/<you>/claudetools
-# File Paths (Windows paths for BEAST)
+CLAUDETOOLS_ROOT=c:/Users/guru/ClaudeTools
-VAULT_PATH=D:\vault
-CLAUDETOOLS_ROOT=D:\claudetools
 
 # Logging
 LOG_LEVEL=INFO
 LOG_FILE=logs/bot.log
-
-# Optional: Override Git Bash location
-# GIT_BASH_PATH=C:\Program Files\Git\bin\bash.exe

projects/discord-bot/.gitignore

@@ -48,3 +48,4 @@ Thumbs.db
 # Project specific
 conversations.db
 artifacts/
+.attachments/

projects/discord-bot/README.md

@@ -12,13 +12,23 @@ Discord bot providing MSP team access to ClaudeTools database, M365 remediation-
 
 ## Architecture
 
+As of Phase 1.5, the bot is "Claude Code in a Discord channel." Each Discord
+thread is a persistent `ClaudeSDKClient` session whose `cwd` is the ClaudeTools
+repo root, with `.claude/CLAUDE.md` as the system prompt. The agent uses the
+Claude Agent SDK's native tools (Read, Edit, Write, Bash, Glob, Grep, etc.) —
+the bot does not hand-write tool definitions or call the ClaudeTools HTTP API.
+
 ```
-Discord → Message Handler → Claude API (with Tools)
+Discord thread  ──>  MessageHandler  ──>  ClaudeAgentManager
-                                  ↓
+                                                │
-                      ┌────────────┴────────────┐
+                                                v
-                      ↓                         ↓
+                                       ClaudeSDKClient (per thread)
-              ClaudeTools API          Remediation Scripts
+                                       cwd = ClaudeTools repo
-              (HTTP Client)            (Bash Subprocess)
+                                       system_prompt = .claude/CLAUDE.md
+                                                │
+                                                v
+                                       Native SDK tools:
+                                       Read / Edit / Write / Bash / Glob / Grep / ...
 ```
 
 ## Prerequisites
@@ -171,13 +181,16 @@ discord-bot/
 
 ## Development Roadmap
 
-### ✅ Phase 1: MVP (Current)
+### Phase 1.5: Claude Agent SDK refactor (Current)
 - [x] Discord bot connection
-- [x] Claude API streaming
+- [x] Claude Agent SDK streaming (replaces raw Anthropic SDK)
-- [x] Thread-based conversations
+- [x] Per-thread persistent agent sessions (`ClaudeSDKClient`)
-- [x] Basic tool definitions
+- [x] Workspace = ClaudeTools repo; system prompt = `.claude/CLAUDE.md`
-- [ ] **TODO:** Tool execution (ClaudeTools API)
+- [x] Native SDK tools (Read/Edit/Write/Bash/Glob/Grep) — no hand-written tools
-- [ ] **TODO:** Tool execution (Remediation scripts)
+- The hand-written `query_claudetools_api`, `run_breach_check`, and
+  `run_tenant_sweep` tools from the Phase 1 scaffold were removed. The agent
+  invokes those workflows via the existing skills under `.claude/skills/` and
+  via Bash + the vault wrapper, the same way Claude Code does.
 
 ### Phase 2: ClaudeTools API Integration
 - [ ] HTTP client with JWT auth

projects/discord-bot/bot/claude/client.py

@@ -1,149 +1,97 @@
-"""Claude API client with streaming support for Discord."""
+"""Claude Agent SDK wrapper for per-thread Discord conversations."""
-import asyncio
+from __future__ import annotations
-from datetime import datetime
-from typing import Callable, Optional, Any
 
-import discord
+import logging
-from anthropic import AsyncAnthropic
+from pathlib import Path
-from anthropic.types import MessageStreamEvent
+from typing import AsyncIterator, Awaitable, Callable, Optional
+
+from claude_agent_sdk import (
+    AssistantMessage,
+    ClaudeAgentOptions,
+    ClaudeSDKClient,
+    ResultMessage,
+    TextBlock,
+    ToolUseBlock,
+)
 
 from bot.config import settings
-from bot.claude.tools import TOOLS, SYSTEM_PROMPT_TEMPLATE
+
+logger = logging.getLogger(__name__)
 
 
-class ClaudeClient:
+def _load_system_prompt() -> str:
-    """Wrapper around Anthropic SDK for Discord bot usage."""
+    claude_md = settings.claudetools_root / ".claude" / "CLAUDE.md"
+    return claude_md.read_text(encoding="utf-8")
 
-    def __init__(self):
-        self.client = AsyncAnthropic(api_key=settings.anthropic_api_key)
-        self.model = settings.claude_model
 
-    def format_system_prompt(
+class ThreadAgent:
-        self,
+    """One persistent Claude Code session bound to a Discord thread."""
-        discord_user: discord.User,
+
-        channel_name: str,
+    def __init__(self, system_prompt: str, cwd: Path, model: str) -> None:
-        thread_name: str,
+        self._options = ClaudeAgentOptions(
-        user_role: str = "unknown"
+            system_prompt=system_prompt,
-    ) -> str:
+            cwd=str(cwd),
-        """Format system prompt with current context."""
+            model=model,
-        return SYSTEM_PROMPT_TEMPLATE.format(
-            discord_username=discord_user.name,
-            discord_id=discord_user.id,
-            role=user_role,
-            channel_name=channel_name,
-            thread_name=thread_name,
-            datetime_utc=datetime.utcnow().isoformat()
         )
+        self._client: Optional[ClaudeSDKClient] = None
 
-    async def stream_response(
+    async def start(self) -> None:
-        self,
+        self._client = ClaudeSDKClient(options=self._options)
-        messages: list[dict],
+        await self._client.connect()
-        system_prompt: str,
-        tool_executor: Optional[Callable] = None,
-        progress_callback: Optional[Callable] = None
-    ) -> tuple[str, list[dict]]:
-        """
-        Stream a response from Claude, executing tools as needed.
 
-        Args:
+    async def stop(self) -> None:
-            messages: Conversation history
+        if self._client is not None:
-            system_prompt: System prompt with context
+            await self._client.disconnect()
-            tool_executor: Async function to execute tool calls
+            self._client = None
-            progress_callback: Async function to call with progress updates
 
-        Returns:
+    async def send(
-            Tuple of (final_response_text, tool_results)
-        """
-        final_text = ""
-        tool_results = []
-
-        async with self.client.messages.stream(
-            model=self.model,
-            max_tokens=4096,
-            system=system_prompt,
-            messages=messages,
-            tools=TOOLS
-        ) as stream:
-            async for event in stream:
-                if event.type == "content_block_start":
-                    if event.content_block.type == "tool_use":
-                        # Tool call starting
-                        tool_name = event.content_block.name
-                        if progress_callback:
-                            await progress_callback(f"🔧 Calling {tool_name}...")
-
-                elif event.type == "content_block_delta":
-                    if hasattr(event.delta, "text"):
-                        # Text content streaming
-                        final_text += event.delta.text
-                        if progress_callback and len(final_text) % 500 == 0:
-                            # Send progress update every 500 chars
-                            await progress_callback(final_text)
-
-                elif event.type == "message_stop":
-                    # Check for tool uses
-                    message = await stream.get_final_message()
-
-                    for block in message.content:
-                        if block.type == "tool_use":
-                            # Execute tool
-                            tool_name = block.name
-                            tool_input = block.input
-
-                            if tool_executor:
-                                try:
-                                    if progress_callback:
-                                        await progress_callback(
-                                            f"⚙️ Executing {tool_name}..."
-                                        )
-
-                                    result = await tool_executor(tool_name, tool_input)
-                                    tool_results.append({
-                                        "name": tool_name,
-                                        "input": tool_input,
-                                        "result": result
-                                    })
-
-                                    if progress_callback:
-                                        await progress_callback(
-                                            f"✅ {tool_name} complete"
-                                        )
-
-                                except Exception as e:
-                                    error_msg = f"Error in {tool_name}: {str(e)}"
-                                    tool_results.append({
-                                        "name": tool_name,
-                                        "input": tool_input,
-                                        "error": error_msg
-                                    })
-
-                                    if progress_callback:
-                                        await progress_callback(f"❌ {error_msg}")
-
-                        elif block.type == "text":
-                            final_text += block.text
-
-        return final_text, tool_results
-
-    async def simple_ask(
         self,
         user_message: str,
-        conversation_history: list[dict],
+        on_text: Callable[[str], Awaitable[None]],
-        system_prompt: str
+        on_tool_use: Optional[Callable[[str], Awaitable[None]]] = None,
     ) -> str:
-        """
+        if self._client is None:
-        Simple non-streaming request without tools.
+            raise RuntimeError("ThreadAgent.send() called before start()")
-        Useful for summarization and simple queries.
-        """
-        messages = conversation_history + [
-            {"role": "user", "content": user_message}
-        ]
 
-        response = await self.client.messages.create(
+        await self._client.query(user_message)
-            model=self.model,
-            max_tokens=4096,
-            system=system_prompt,
-            messages=messages
-        )
 
-        return response.content[0].text if response.content else ""
+        full_text = ""
+        async for message in self._client.receive_response():
+            if isinstance(message, AssistantMessage):
+                for block in message.content:
+                    if isinstance(block, TextBlock):
+                        full_text += block.text
+                        await on_text(block.text)
+                    elif isinstance(block, ToolUseBlock) and on_tool_use is not None:
+                        await on_tool_use(block.name)
+            elif isinstance(message, ResultMessage):
+                break
+
+        return full_text
+
+
+class ClaudeAgentManager:
+    """Owns one ThreadAgent per Discord thread id."""
+
+    def __init__(self) -> None:
+        self._system_prompt = _load_system_prompt()
+        self._cwd = settings.claudetools_root
+        self._model = settings.claude_model
+        self._agents: dict[int, ThreadAgent] = {}
+
+    async def get_or_create(self, thread_id: int) -> ThreadAgent:
+        agent = self._agents.get(thread_id)
+        if agent is None:
+            logger.info("[INFO] Starting new agent session for thread %d", thread_id)
+            agent = ThreadAgent(self._system_prompt, self._cwd, self._model)
+            await agent.start()
+            self._agents[thread_id] = agent
+        return agent
+
+    async def shutdown(self) -> None:
+        for thread_id, agent in list(self._agents.items()):
+            try:
+                await agent.stop()
+            except Exception as e:
+                logger.warning("[WARNING] Failed to stop agent %d: %s", thread_id, e)
+        self._agents.clear()

projects/discord-bot/bot/claude/tools.py

@@ -1,142 +1 @@
-"""Claude API tool definitions for ClaudeTools integration."""
+"""Deprecated. Tools are provided by the Claude Agent SDK natively."""
-
-TOOLS = [
-    {
-        "name": "query_claudetools_api",
-        "description": (
-            "Query the ClaudeTools MSP database. Use this for ALL data lookups including "
-            "clients, sessions, tasks, work items, billable time, infrastructure, "
-            "credentials, projects, and more. Returns JSON data from the API."
-        ),
-        "input_schema": {
-            "type": "object",
-            "properties": {
-                "endpoint": {
-                    "type": "string",
-                    "description": (
-                        "API endpoint path starting with /api/, e.g., '/api/clients', "
-                        "'/api/sessions', '/api/tasks'"
-                    )
-                },
-                "method": {
-                    "type": "string",
-                    "enum": ["GET", "POST", "PUT", "DELETE"],
-                    "default": "GET",
-                    "description": "HTTP method to use"
-                },
-                "params": {
-                    "type": "object",
-                    "description": (
-                        "Query parameters as key-value pairs. Common params: "
-                        "skip (offset), limit (page size), client_id, session_id, "
-                        "status_filter, etc."
-                    )
-                },
-                "body": {
-                    "type": "object",
-                    "description": "Request body for POST/PUT requests (JSON)"
-                }
-            },
-            "required": ["endpoint"]
-        }
-    },
-    {
-        "name": "run_breach_check",
-        "description": (
-            "Run a comprehensive 10-point M365 breach investigation on a single user account. "
-            "Checks: inbox rules, mailbox forwarding, OAuth consents, auth methods, "
-            "sign-ins (including foreign countries and legacy auth), directory audits, "
-            "risky user status, sent items, and deleted items. "
-            "Returns breach summary and artifact locations. "
-            "Requires tenant to be onboarded to remediation-tool."
-        ),
-        "input_schema": {
-            "type": "object",
-            "properties": {
-                "tenant": {
-                    "type": "string",
-                    "description": (
-                        "Tenant domain or GUID (e.g., 'cascadestucson.com' or "
-                        "'4fcbb1f4-fbf9-4548-a93e-7d14a3c091e6')"
-                    )
-                },
-                "upn": {
-                    "type": "string",
-                    "description": (
-                        "User Principal Name - the user's email address "
-                        "(e.g., 'john.trozzi@cascadestucson.com')"
-                    )
-                }
-            },
-            "required": ["tenant", "upn"]
-        }
-    },
-    {
-        "name": "run_tenant_sweep",
-        "description": (
-            "Sweep an entire M365 tenant for security issues. "
-            "Checks: failed sign-ins from multiple foreign countries, "
-            "successful non-US sign-ins, B2B guest invitations, "
-            "consent/auth-method/role changes in directory audits, "
-            "and risky users (if IdentityRiskyUser consent granted). "
-            "Returns priority-sorted findings. "
-            "Requires tenant to be onboarded to remediation-tool."
-        ),
-        "input_schema": {
-            "type": "object",
-            "properties": {
-                "tenant": {
-                    "type": "string",
-                    "description": (
-                        "Tenant domain or GUID (e.g., 'dataforth.com' or "
-                        "'dd4a82e8-85a3-44ac-8800-07945ab4d95f')"
-                    )
-                }
-            },
-            "required": ["tenant"]
-        }
-    }
-]
-
-
-SYSTEM_PROMPT_TEMPLATE = """You are the ClaudeTools MSP Assistant for Arizona Computer Guru.
-
-Available Tools:
-1. query_claudetools_api - MSP database (clients, sessions, tasks, infrastructure, credentials)
-2. run_breach_check - M365 user breach investigation (10-point audit)
-3. run_tenant_sweep - M365 tenant-wide security sweep
-
-Current Context:
-- User: {discord_username} (Discord ID: {discord_id})
-- Role: {role} (admin or tech)
-- Channel: #{channel_name}
-- Thread: {thread_name}
-- DateTime: {datetime_utc}
-
-Response Guidelines:
-- Use Discord markdown: **bold**, `code`, ```language blocks```
-- Keep responses under 2000 chars (Discord limit) - split into multiple messages if needed
-- For structured data, use clear formatting or request embeds
-- Ask before listing >5 items
-- Security-conscious: NEVER expose credentials in responses
-- Provide 1Password vault paths instead of actual secrets
-
-Access Control:
-- All team members: read-only queries, breach checks, tenant sweeps
-- Mike/Howard only: remediation actions (require explicit confirmation)
-- Dev/coding questions: refer to Mike or Howard
-- NEVER execute destructive operations without explicit YES confirmation
-
-Tool Usage:
-- Use query_claudetools_api for ALL database lookups (don't make up data)
-- Use run_breach_check for single-user M365 investigation
-- Use run_tenant_sweep for tenant-wide M365 security analysis
-- Chain tools when needed for complex multi-step queries
-- Always cite which tool you used when presenting results
-
-Remember:
-- You're an MSP assistant - understand client/project/session/work item concepts
-- Be concise but thorough
-- If unsure, ask clarifying questions
-- Guide users through multi-step processes
-"""

projects/discord-bot/bot/config.py

@@ -1,4 +1,4 @@
-"""Configuration management for ClaudeTools Discord Bot."""
+"""Configuration for the ClaudeTools Discord Bot."""
 from pathlib import Path
 from typing import Optional
 
@@ -7,76 +7,43 @@ from pydantic_settings import BaseSettings, SettingsConfigDict
 
 
 class Settings(BaseSettings):
-    """Bot configuration from environment variables."""
-
-    # Discord
     discord_token: str = Field(..., description="Discord bot token")
     discord_guild_id: Optional[int] = Field(None, description="Discord guild/server ID")
 
-    # Anthropic Claude API
+    # Optional: leave unset to use the local Claude Code OAuth credential
-    anthropic_api_key: str = Field(..., description="Anthropic API key")
+    # (Pro/Max subscription). Set to use the API with metered billing.
-    claude_model: str = Field(
+    anthropic_api_key: Optional[str] = Field(default=None, description="Anthropic API key")
-        default="claude-sonnet-4-5-20250929",
+    claude_model: str = Field(default="claude-sonnet-4-6", description="Claude model")
-        description="Claude model to use"
-    )
 
-    # ClaudeTools API
+    # Workspace the agent operates in. Default is the Windows BEAST path; override
-    claudetools_api_url: str = Field(
+    # via CLAUDETOOLS_ROOT env var on Mac/Linux.
-        default="http://172.16.3.30:8001",
-        description="ClaudeTools API base URL"
-    )
-    claudetools_api_key: str = Field(..., description="ClaudeTools API key")
-
-    # File Paths
-    vault_path: Path = Field(
-        default=Path("D:/vault"),
-        description="Path to SOPS vault"
-    )
     claudetools_root: Path = Field(
-        default=Path("D:/claudetools"),
+        default=Path("c:/Users/guru/ClaudeTools"),
-        description="Path to ClaudeTools repository"
+        description="Path to ClaudeTools repository (agent cwd)",
     )
 
-    # Git Bash (for remediation scripts on Windows)
-    git_bash_path: Path = Field(
-        default=Path("C:/Program Files/Git/bin/bash.exe"),
-        description="Path to Git Bash executable"
-    )
-
-    # Logging
     log_level: str = Field(default="INFO", description="Logging level")
-    log_file: Optional[Path] = Field(
+    log_file: Optional[Path] = Field(default=Path("logs/bot.log"), description="Log file")
-        default=Path("logs/bot.log"),
-        description="Log file path"
-    )
 
     model_config = SettingsConfigDict(
         env_file=".env",
         env_file_encoding="utf-8",
         case_sensitive=False,
-        extra="ignore"
+        extra="ignore",
     )
 
     def validate_paths(self) -> None:
-        """Validate that required paths exist."""
-        if not self.git_bash_path.exists():
-            raise FileNotFoundError(
-                f"Git Bash not found at {self.git_bash_path}. "
-                "Set GIT_BASH_PATH environment variable."
-            )
-
-        if not self.vault_path.exists():
-            raise FileNotFoundError(
-                f"Vault not found at {self.vault_path}. "
-                "Set VAULT_PATH environment variable."
-            )
-
         if not self.claudetools_root.exists():
             raise FileNotFoundError(
                 f"ClaudeTools not found at {self.claudetools_root}. "
                 "Set CLAUDETOOLS_ROOT environment variable."
             )
+        claude_md = self.claudetools_root / ".claude" / "CLAUDE.md"
+        if not claude_md.exists():
+            raise FileNotFoundError(
+                f"CLAUDE.md not found at {claude_md}. "
+                "Agent system prompt cannot be loaded."
+            )
 
 
-# Global settings instance
 settings = Settings()

projects/discord-bot/bot/handlers/message_handler.py

@@ -1,186 +1,193 @@
-"""Discord message handler for @mentions and conversations."""
+"""Discord message handler. Maps each thread to a persistent Claude Agent session."""
+from __future__ import annotations
+
 import asyncio
-from typing import Optional
+import logging
+import shutil
+from pathlib import Path
 
 import discord
 
-from bot.claude.client import ClaudeClient
+from bot.claude.client import ClaudeAgentManager
+from bot.config import settings
+
+logger = logging.getLogger(__name__)
+
+DISCORD_MAX_LEN = 2000
+EDIT_THROTTLE_SECONDS = 0.75
+MAX_FILE_BYTES = 25 * 1024 * 1024
+MAX_TURN_BYTES = 100 * 1024 * 1024
+ATTACHMENT_ROOT = settings.claudetools_root / "projects" / "discord-bot" / ".attachments"
 
 
 class MessageHandler:
-    """Handles Discord messages and coordinates with Claude API."""
+    def __init__(self, bot: discord.Client, agents: ClaudeAgentManager) -> None:
-
-    def __init__(self, bot: discord.Client, claude_client: ClaudeClient):
         self.bot = bot
-        self.claude = claude_client
+        self.agents = agents
-        # Store conversation history per thread
-        self.conversations: dict[int, list[dict]] = {}
 
-    async def handle_mention(self, message: discord.Message):
+    async def handle_mention(self, message: discord.Message) -> None:
-        """Handle a message that mentions the bot."""
-        # Don't respond to self
         if message.author == self.bot.user:
             return
 
-        # Extract the actual message content (remove bot mention)
         content = message.content
         for mention in message.mentions:
             if mention == self.bot.user:
-                content = content.replace(f"<@{mention.id}>", "").strip()
+                content = content.replace(f"<@{mention.id}>", "").replace(
+                    f"<@!{mention.id}>", ""
+                ).strip()
 
-        if not content:
+        if not content and not message.attachments:
-            await message.reply("Hey! How can I help you?")
+            await message.reply("Hey! How can I help?")
             return
 
-        # Create a thread for this conversation if not already in one
-        thread = None
         if isinstance(message.channel, discord.Thread):
             thread = message.channel
         else:
-            # Create new thread
+            name = self._thread_name(content) if content else "Attachment"
-            thread_name = self._generate_thread_name(content)
             thread = await message.create_thread(
-                name=thread_name,
+                name=name,
-                auto_archive_duration=1440  # 24 hours
+                auto_archive_duration=1440,
             )
 
-        # Handle the conversation in the thread
+        attachment_paths = await self._download_attachments(message, thread.id)
-        await self.handle_conversation(thread, message.author, content)
+        if attachment_paths:
+            lines = "\n".join(f"- {p}" for p in attachment_paths)
+            content = (content + f"\n\nUser attached files:\n{lines}").strip()
 
-    def _generate_thread_name(self, message: str) -> str:
+        if not content:
-        """Generate a thread name from the first message."""
+            content = "User uploaded file(s) without a message."
-        # Take first 50 chars, remove newlines
+
+        await self._run_turn(thread, content)
+
+    @staticmethod
+    async def _download_attachments(
+        message: discord.Message, thread_id: int
+    ) -> list[Path]:
+        if not message.attachments:
+            return []
+
+        target_dir = ATTACHMENT_ROOT / str(thread_id)
+        target_dir.mkdir(parents=True, exist_ok=True)
+
+        saved: list[Path] = []
+        running_total = 0
+        for att in message.attachments:
+            if att.size > MAX_FILE_BYTES:
+                logger.warning(
+                    "[WARNING] skipping %s: %d bytes exceeds per-file cap %d",
+                    att.filename, att.size, MAX_FILE_BYTES,
+                )
+                continue
+            if running_total + att.size > MAX_TURN_BYTES:
+                logger.warning(
+                    "[WARNING] skipping %s: would exceed per-turn cap %d",
+                    att.filename, MAX_TURN_BYTES,
+                )
+                continue
+            safe_name = Path(att.filename).name or f"attachment_{att.id}"
+            target = target_dir / safe_name
+            try:
+                await att.save(target)
+            except discord.HTTPException as e:
+                logger.warning("[WARNING] failed to download %s: %s", att.filename, e)
+                continue
+            saved.append(target)
+            running_total += att.size
+            logger.info("[INFO] saved attachment %s (%d bytes)", target, att.size)
+        return saved
+
+    @staticmethod
+    def _cleanup_attachments(thread_id: int) -> None:
+        target_dir = ATTACHMENT_ROOT / str(thread_id)
+        if target_dir.exists():
+            try:
+                shutil.rmtree(target_dir)
+            except OSError as e:
+                logger.warning("[WARNING] attachment cleanup failed for %d: %s", thread_id, e)
+
+    @staticmethod
+    def _thread_name(message: str) -> str:
         name = message[:50].replace("\n", " ").strip()
         if len(message) > 50:
             name += "..."
         return name or "ClaudeTools Conversation"
 
-    async def handle_conversation(
+    async def _run_turn(self, thread: discord.Thread, user_message: str) -> None:
-        self,
+        # The Claude Code CLI cold-start can take a few seconds; show feedback.
-        thread: discord.Thread,
+        status_msg = await thread.send("[INFO] Thinking...")
-        user: discord.User,
-        user_message: str
-    ):
-        """Handle a conversation turn in a thread."""
-        # Get or initialize conversation history for this thread
-        thread_id = thread.id
-        if thread_id not in self.conversations:
-            self.conversations[thread_id] = []
 
-        # Add user message to history
+        agent = await self.agents.get_or_create(thread.id)
-        self.conversations[thread_id].append({
-            "role": "user",
-            "content": user_message
-        })
 
-        # Send initial "thinking" message
+        buffer: list[str] = []
-        thinking_msg = await thread.send("⏳ Thinking...")
+        last_edit = 0.0
+        lock = asyncio.Lock()
 
-        # Format system prompt
+        async def on_text(chunk: str) -> None:
-        channel_name = thread.parent.name if thread.parent else "Unknown"
+            nonlocal last_edit
-        system_prompt = self.claude.format_system_prompt(
+            buffer.append(chunk)
-            discord_user=user,
+            now = asyncio.get_event_loop().time()
-            channel_name=channel_name,
+            if now - last_edit < EDIT_THROTTLE_SECONDS:
-            thread_name=thread.name,
+                return
-            user_role="unknown"  # TODO: Look up actual role from database
+            async with lock:
-        )
+                last_edit = asyncio.get_event_loop().time()
+                preview = "".join(buffer)
+                if len(preview) > DISCORD_MAX_LEN:
+                    preview = preview[-DISCORD_MAX_LEN:]
+                try:
+                    await status_msg.edit(content=preview or "[INFO] Thinking...")
+                except discord.errors.NotFound:
+                    pass
 
-        # Stream response from Claude
+        async def on_tool_use(tool_name: str) -> None:
-        current_content = ""
+            # Server-side log only — Discord-side notices clutter the thread
-
+            # and ordering issues push them below the streaming answer.
-        async def update_progress(text: str):
+            logger.info("[INFO] thread=%d tool=%s", thread.id, tool_name)
-            """Update the Discord message with progress."""
-            nonlocal current_content
-            if text.startswith(("🔧", "⚙️", "✅", "❌")):
-                # Tool execution status update
-                await self._safe_edit(thinking_msg, text)
-            else:
-                # Text content update
-                current_content = text
-                await self._safe_edit(thinking_msg, current_content)
-
-        async def execute_tool(tool_name: str, tool_input: dict) -> str:
-            """Execute a tool call (placeholder for now)."""
-            # TODO: Implement actual tool execution
-            return f"[Tool {tool_name} executed with {tool_input}]"
 
         try:
-            # Stream the response
+            full_text = await agent.send(user_message, on_text, on_tool_use)
-            final_text, tool_results = await self.claude.stream_response(
-                messages=self.conversations[thread_id],
-                system_prompt=system_prompt,
-                tool_executor=execute_tool,
-                progress_callback=update_progress
-            )
-
-            # Format final response
-            response_text = final_text
-
-            # Add tool results if any
-            if tool_results:
-                response_text += "\n\n**Tools Used:**\n"
-                for result in tool_results:
-                    if "error" in result:
-                        response_text += f"- ❌ {result['name']}: {result['error']}\n"
-                    else:
-                        response_text += f"- ✅ {result['name']}\n"
-
-            # Update final message
-            await self._safe_edit(thinking_msg, response_text)
-
-            # Add assistant response to history
-            self.conversations[thread_id].append({
-                "role": "assistant",
-                "content": final_text
-            })
-
-            # Trim conversation history if too long (keep last 20 messages)
-            if len(self.conversations[thread_id]) > 20:
-                self.conversations[thread_id] = self.conversations[thread_id][-20:]
-
         except Exception as e:
-            error_msg = f"❌ Error: {str(e)}"
+            logger.exception("[ERROR] Agent turn failed in thread %d", thread.id)
-            await self._safe_edit(thinking_msg, error_msg)
+            await status_msg.edit(content=f"[ERROR] {e}")
+            self._cleanup_attachments(thread.id)
+            return
 
-    async def _safe_edit(self, message: discord.Message, content: str):
+        await self._post_final(status_msg, thread, full_text or "[INFO] (no response)")
-        """Safely edit a Discord message, handling 2000 char limit."""
+        self._cleanup_attachments(thread.id)
-        if len(content) <= 2000:
-            try:
-                await message.edit(content=content)
-            except discord.errors.NotFound:
-                # Message was deleted, ignore
-                pass
-        else:
-            # Split into multiple messages
-            chunks = self._split_message(content)
-            try:
-                await message.edit(content=chunks[0])
-                # Send remaining chunks as new messages
-                for chunk in chunks[1:]:
-                    await message.channel.send(chunk)
-            except discord.errors.NotFound:
-                pass
 
-    def _split_message(self, content: str, max_length: int = 2000) -> list[str]:
+    async def _post_final(
-        """Split a message into chunks under max_length."""
+        self,
-        if len(content) <= max_length:
+        status_msg: discord.Message,
+        thread: discord.Thread,
+        text: str,
+    ) -> None:
+        chunks = self._split(text)
+        try:
+            await status_msg.edit(content=chunks[0])
+        except discord.errors.NotFound:
+            await thread.send(chunks[0])
+        for chunk in chunks[1:]:
+            await thread.send(chunk)
+
+    @staticmethod
+    def _split(content: str, max_len: int = DISCORD_MAX_LEN) -> list[str]:
+        if len(content) <= max_len:
             return [content]
 
-        chunks = []
+        chunks: list[str] = []
-        current_chunk = ""
+        current = ""
-
+        for line in content.split("\n"):
-        # Split by lines to avoid breaking mid-sentence
+            # A single line longer than the limit must be hard-split mid-line.
-        lines = content.split("\n")
+            while len(line) > max_len:
-
+                if current:
-        for line in lines:
+                    chunks.append(current.rstrip())
-            if len(current_chunk) + len(line) + 1 <= max_length:
+                    current = ""
-                current_chunk += line + "\n"
+                chunks.append(line[:max_len])
+                line = line[max_len:]
+            if len(current) + len(line) + 1 > max_len:
+                chunks.append(current.rstrip())
+                current = line + "\n"
             else:
-                if current_chunk:
+                current += line + "\n"
-                    chunks.append(current_chunk.rstrip())
+        if current:
-                current_chunk = line + "\n"
+            chunks.append(current.rstrip())
-
-        if current_chunk:
-            chunks.append(current_chunk.rstrip())
-
         return chunks

projects/discord-bot/bot/main.py

@@ -2,30 +2,24 @@
 import asyncio
 import logging
 import sys
-from pathlib import Path
 
 import discord
 from discord.ext import commands
 from dotenv import load_dotenv
 
 from bot.config import settings
-from bot.claude.client import ClaudeClient
+from bot.claude.client import ClaudeAgentManager
 from bot.handlers.message_handler import MessageHandler
 
 
-# Load environment variables
 load_dotenv()
 
-# Configure logging
 logging.basicConfig(
     level=getattr(logging, settings.log_level.upper()),
     format="%(asctime)s - %(name)s - %(levelname)s - %(message)s",
-    handlers=[
+    handlers=[logging.StreamHandler(sys.stdout)],
-        logging.StreamHandler(sys.stdout),
-    ]
 )
 
-# Add file handler if log file specified
 if settings.log_file:
     settings.log_file.parent.mkdir(parents=True, exist_ok=True)
     file_handler = logging.FileHandler(settings.log_file)
@@ -37,99 +31,100 @@ if settings.log_file:
 logger = logging.getLogger(__name__)
 
 
-# Discord bot setup with required intents
 intents = discord.Intents.default()
-intents.message_content = True  # Required to read message content
+intents.message_content = True
 intents.guilds = True
 intents.members = True
 
 bot = commands.Bot(command_prefix="!", intents=intents)
 
-
+agent_manager = ClaudeAgentManager()
-# Initialize Claude client
+message_handler: MessageHandler | None = None
-claude_client = ClaudeClient()
-
-# Initialize message handler
-message_handler: MessageHandler = None
 
 
 @bot.event
 async def on_ready():
-    """Called when the bot successfully connects to Discord."""
     global message_handler
 
-    logger.info(f"Bot connected as {bot.user.name} (ID: {bot.user.id})")
+    logger.info("[OK] Bot connected as %s (ID: %d)", bot.user.name, bot.user.id)
-    logger.info(f"Connected to {len(bot.guilds)} guild(s)")
+    logger.info("[INFO] Connected to %d guild(s)", len(bot.guilds))
 
-    # Validate paths
     try:
         settings.validate_paths()
-        logger.info("Path validation successful")
+        logger.info("[OK] ClaudeTools workspace: %s", settings.claudetools_root)
-        logger.info(f"Vault path: {settings.vault_path}")
-        logger.info(f"ClaudeTools root: {settings.claudetools_root}")
-        logger.info(f"Git Bash: {settings.git_bash_path}")
     except FileNotFoundError as e:
-        logger.error(f"Path validation failed: {e}")
+        logger.error("[ERROR] Path validation failed: %s", e)
-        logger.error("Bot will continue but some features may not work")
 
-    # Initialize message handler
+    message_handler = MessageHandler(bot, agent_manager)
-    message_handler = MessageHandler(bot, claude_client)
 
-    # Set bot status
     await bot.change_presence(
         activity=discord.Activity(
             type=discord.ActivityType.watching,
-            name="for @mentions | ClaudeTools MSP Assistant"
+            name="for @mentions | ClaudeTools Agent",
         )
     )
 
-    logger.info("Bot is ready and listening for mentions!")
+    logger.info("[OK] Bot is ready and listening for mentions")
+
+    for guild in bot.guilds:
+        logger.info("[DEBUG] Guild: %s (id=%d) channels=%d", guild.name, guild.id, len(guild.text_channels))
+        for ch in guild.text_channels[:10]:
+            perms = ch.permissions_for(guild.me)
+            logger.info("[DEBUG]   #%s view=%s read=%s send=%s", ch.name, perms.view_channel, perms.read_message_history, perms.send_messages)
 
 
 @bot.event
 async def on_message(message: discord.Message):
-    """Called when a message is sent in a channel the bot can see."""
+    logger.info("[DEBUG] on_message fired: author=%s bot=%s channel=%s content_len=%d mentions=%d",
-    # Ignore messages from bots
+                message.author.name, message.author.bot, getattr(message.channel, 'name', 'DM'),
+                len(message.content), len(message.mentions))
+
     if message.author.bot:
         return
 
-    # Check if bot was mentioned
+    is_mention = bot.user in message.mentions
-    if bot.user in message.mentions:
+    is_in_bot_thread = (
+        isinstance(message.channel, discord.Thread)
+        and message.channel.owner_id == bot.user.id
+    )
+
+    if is_mention or is_in_bot_thread:
+        trigger = "mention" if is_mention else "thread-followup"
         logger.info(
-            f"Mentioned by {message.author.name} in #{message.channel.name}: "
+            "[INFO] %s by %s in #%s: %s",
-            f"{message.content[:100]}"
+            trigger,
+            message.author.name,
+            message.channel.name,
+            message.content[:100],
         )
         await message_handler.handle_mention(message)
         return
 
-    # Process commands (for future slash commands)
     await bot.process_commands(message)
 
 
 @bot.event
 async def on_error(event: str, *args, **kwargs):
-    """Called when an error occurs."""
+    logger.error("[ERROR] Error in %s", event, exc_info=sys.exc_info())
-    logger.error(f"Error in {event}", exc_info=sys.exc_info())
 
 
 async def main():
-    """Main entry point."""
     try:
-        logger.info("Starting ClaudeTools Discord Bot...")
+        logger.info("[INFO] Starting ClaudeTools Discord Bot")
-        logger.info(f"Claude Model: {settings.claude_model}")
+        logger.info("[INFO] Claude model: %s", settings.claude_model)
-        logger.info(f"ClaudeTools API: {settings.claudetools_api_url}")
+        logger.info("[INFO] Workspace: %s", settings.claudetools_root)
 
-        # Start the bot
         async with bot:
             await bot.start(settings.discord_token)
 
     except KeyboardInterrupt:
-        logger.info("Received keyboard interrupt, shutting down...")
+        logger.info("[INFO] Keyboard interrupt, shutting down")
     except Exception as e:
-        logger.error(f"Fatal error: {e}", exc_info=True)
+        logger.error("[ERROR] Fatal error: %s", e, exc_info=True)
         raise
     finally:
-        logger.info("Bot shut down complete")
+        await agent_manager.shutdown()
+        logger.info("[OK] Bot shut down complete")
 
 
 if __name__ == "__main__":

projects/discord-bot/requirements.txt

@@ -1,24 +1,13 @@
 # Discord Bot for ClaudeTools
 # Python 3.11+
 
-# Discord
 discord.py==2.3.2
 
-# Anthropic Claude API
+claude-agent-sdk==0.1.72
-anthropic==0.30.0
 
-# HTTP Client
+pydantic>=2.11.0
-httpx==0.27.0
+pydantic-settings>=2.5.2
 
-# Data Validation
+aiofiles>=23.2.1
-pydantic==2.7.0
+python-dotenv>=1.0.0
-pydantic-settings==2.3.0
+structlog>=24.1.0
-
-# Async File I/O
-aiofiles==23.2.1
-
-# Environment Variables
-python-dotenv==1.0.0
-
-# Logging
-structlog==24.1.0

projects/radio-show/audio-processor/server/main.py

@@ -549,7 +549,8 @@ def _episode_html(episode_id: int) -> str:
     # the segment stream chronologically.
     qa_rows = [dict(r) for r in qa]
     qa_starts = sorted(
-        ((r["question_start_sec"] or 0.0), r) for r in qa_rows
+        (((r["question_start_sec"] or 0.0), r) for r in qa_rows),
+        key=lambda x: x[0],
     )
 
     # Right rail summary lists
@@ -595,7 +596,8 @@ def _episode_html(episode_id: int) -> str:
 
     # Intros also get inline anchors so the right-rail jump links work
     intro_by_time = sorted(
-        ((r["intro_time_sec"] or 0.0), r) for r in intros
+        (((r["intro_time_sec"] or 0.0), r) for r in intros),
+        key=lambda x: x[0],
     )
     intro_iter = iter(intro_by_time)
     next_intro = next(intro_iter, None)

projects/radio-show/session-logs/2026-05-01-ui-redesign-recovery.md

@@ -151,3 +151,93 @@ git push origin main
 - Episode page (renders fine): `http://172.16.3.20:8765/episode/139`
 - Audio endpoint (404 — file not deployed): `http://172.16.3.20:8765/api/audio/139`
 - Mike's reported broken URL with hash: `http://172.16.3.20:8765/episode/139#qa-377`
+
+---
+
+## Update: 06:31 PT — Local deployment + intro/QA sort bug fix
+
+### What happened
+
+Mike was unclear on the relative status of the UI redesign vs. the audio-not-playing bug — they were two independent things and prior reports had conflated them. Clarified: redesign was committed (`d7ce9cb`) and pushed to Gitea but **never deployed to Jupiter**, so `172.16.3.20:8765` was still serving the prior visual design; and the audio 404 was a pre-existing Jupiter deployment gap (no `/data/episodes/` tree on that host) that was independent of any UI version.
+
+Mike chose to defer the Jupiter audio-tree fix and instead **deploy the new interface locally** so he could see the redesign with working audio. Local probe found everything needed already on disk under `projects/radio-show/audio-processor/`:
+
+- `.venv/Scripts/python.exe` (FastAPI 0.115.6, uvicorn 0.34.0 already installed)
+- `archive-data/archive.db` — 572 episodes (full archive, not just the 6 test episodes from the 2026-04-27 session)
+- `archive-data/episodes/` — full MP3 tree, including episode 139 (`2011/3 - March/3-26-11 HR 2.mp3`, 9.9 MB)
+
+Booted uvicorn at `127.0.0.1:8765` in the background:
+
+```bash
+cd c:/Users/guru/ClaudeTools/projects/radio-show/audio-processor
+ARCHIVE_DB=archive-data/archive.db EPISODES_DIR=archive-data/episodes PORT=8765 \
+  .venv/Scripts/python.exe -m uvicorn server.main:app \
+  --host 127.0.0.1 --port 8765 --log-level info
+```
+
+Smoke tests confirmed the new UI was live and audio worked end-to-end:
+
+```
+GET /                       : 200    (6 new-UI markers: --accent #c39733, browse-toggle, loading::after)
+GET /episode/139            : 200    (8 new-UI markers: now-playing, preload="metadata", qaBlocks)
+GET /api/audio/139 (0-127)  : 206    audio/mpeg  -- Range streaming working
+```
+
+Mike then loaded `http://127.0.0.1:8765/episode/479#qa-1134` and got **500 Internal Server Error**. Server traceback pinpointed:
+
+```
+File "server/main.py", line 597, in _episode_html
+    intro_by_time = sorted(
+        ((r["intro_time_sec"] or 0.0), r) for r in intros
+    )
+TypeError: '<' not supported between instances of 'sqlite3.Row' and 'sqlite3.Row'
+```
+
+Root cause: `sorted()` over `(float, sqlite3.Row)` tuples with no `key=`. When two intros share the same `intro_time_sec`, Python's tuple comparison falls through to the second element — `sqlite3.Row` does not implement `__lt__`, so it raises. Episode 479 happens to have an intro-time collision; episode 139 didn't, which is why the bug surfaced now and not earlier. The bug is **not** caused by today's UI redesign — the offending `sorted()` call predates it. Same bug existed at line 551 for `qa_starts` (where the second element is a `dict` from `[dict(r) for r in qa]`; dict comparison is also unsupported in Python 3) — would have surfaced eventually on a QA timestamp collision.
+
+Minimal fix: added `key=lambda x: x[0]` to both `sorted()` calls so the sort is strictly by timestamp. Ties are kept in DB-row order (stable sort), which is fine — the consumer (`_flush_inline_at`) only cares that items at-or-before the current segment time are flushed in non-decreasing order.
+
+After restart, retested:
+
+```
+GET /episode/479            : 200
+GET /episode/139            : 200    (regression check — still works)
+GET /api/audio/479 (range)  : 206 audio/mpeg
+ep 479 page contains qa-1134 anchor: yes
+```
+
+The fix is currently uncommitted in the working tree; Mike has not yet OK'd a commit for it.
+
+### Key Decisions (this update)
+
+- **Use port 8765 locally** to mirror Jupiter's port — preserves any browser bookmarks / muscle memory; no conflict because the local server binds `127.0.0.1` while Jupiter is `172.16.3.20`.
+- **`--host 127.0.0.1` (not `0.0.0.0`)** for the local server. No reason to expose this dev instance on the LAN; Jupiter is the canonical host.
+- **Minimal-diff bug fix (`key=lambda x: x[0]`) over a refactor.** The wider `sorted(...) for r in ...` shape is fine; the only defect is the tie-break behavior. Changing the data shape (e.g. dropping the tuple, using `key=lambda r: r["intro_time_sec"] or 0.0`) would have rippled into the `next_intro[0]` / `next_intro[1]` indexing further down. Two-line fix landed instead.
+
+### Problems Encountered (this update)
+
+- **`/episode/479` returned 500.** Root cause analyzed above — pre-existing `sorted()` tie-break bug in `_episode_html`, exposed by ep 479's intro-time collision. Fixed at lines 551 and 597 of `main.py` by adding `key=lambda x: x[0]`.
+
+### Configuration Changes (this update)
+
+#### Files modified (uncommitted)
+- `projects/radio-show/audio-processor/server/main.py` — added `key=lambda x: x[0]` to both `sorted()` calls at lines 551–554 (qa_starts) and 597–600 (intro_by_time). Net: +4 / −2.
+
+#### Background process
+- `uvicorn` running locally on `127.0.0.1:8765`. Bash background task ID `bj1leiit0`. Log at `/tmp/radio-server.log`. Will need to be killed when Mike's done viewing (`taskkill //F //PID <pid>` or just close the terminal).
+
+### Pending / Incomplete Tasks (this update)
+
+- [ ] **Commit the intro/QA sort tie-break fix.** Two-line diff at lines 551 and 597 of `server/main.py`. Suggested commit subject: `radio: fix episode page 500 when intro/QA timestamps collide`. Awaiting Mike's OK.
+- [ ] **Kill the local uvicorn** (`bj1leiit0`) when Mike is done viewing. PID will be in `/tmp/radio-server.log` first line ("Started server process [N]").
+- [ ] **(Carried) Audio fix for Jupiter** — still deferred per Mike's "we'll deal with the Jupiter file tree later." Three options unchanged: rsync archive (~30–40 GB), proxy `/api/audio/{id}` to IX, point `<audio src>` at IX directly.
+
+### Reference (this update)
+
+- Local archive root: `c:/Users/guru/ClaudeTools/projects/radio-show/audio-processor/archive-data/`
+  - DB: `archive-data/archive.db` (572 episodes, 10+ Q&A pairs across the indexed set)
+  - MP3 tree: `archive-data/episodes/{YYYY}/{MM - Month}/<filename>.mp3`
+  - Episode 139 file: `archive-data/episodes/2011/3 - March/3-26-11 HR 2.mp3`
+- Local server URL: `http://127.0.0.1:8765`
+- Smoke-test URL Mike was using: `http://127.0.0.1:8765/episode/479#qa-1134`
+- Server entry point: `server.main:app` (FastAPI app object); env vars `ARCHIVE_DB`, `EPISODES_DIR`, `PORT`