The file C:\Users\MikeSwanson\claude-projects\Autocode-remix\Autocode-fork\backend\app\services\spec_chat_session.py has been updated. Here's the result of running `cat -n` on a snippet of the edited file:
   198→                "$CODEBASE_ANALYSIS",
   199→                "*No automated analysis available. Please describe your project.*"
   200→            )
   201→
   202→        # Create Claude SDK client
   203→        import sys
   204→        import io
   205→
   206→        # Capture stderr for debugging
   207→        stderr_capture = io.StringIO()
   208→
   209→        try:
   210→            logger.info(f"Creating Claude SDK client for project: {self.project_dir}")
   211→            logger.info(f"Settings file: {settings_file}")
   212→
   213→            self.client = ClaudeSDKClient(
   214→                options=ClaudeCodeOptions(
   215→                    model="claude-sonnet-4-20250514",
   216→                    system_prompt=system_prompt,
   217→                    allowed_tools=[
   218→                        "Read",
   219→                        "Write",
   220→                        "Edit",
   221→                        "Glob",
   222→                    ],
   223→                    permission_mode="acceptEdits",
   224→                    max_turns=100,
   225→                    cwd=str(self.project_dir.resolve()),
   226→                    settings=str(settings_file.resolve()),
   227→                    debug_stderr=stderr_capture,
   228→                )
   229→            )
   230→            logger.info("Client created, entering async context...")
   231→            await self.client.__aenter__()
   232→            self._client_entered = True
   233→            logger.info("Claude SDK client connected successfully")
   234→        except Exception as e:
   235→            stderr_output = stderr_capture.getvalue()
   236→            logger.exception(f"Failed to create Claude client. Stderr: {stderr_output}")
   237→            yield {
   238→                "type": "error",
   239→                "content": f"Failed to initialize Claude: {str(e)}\nDebug output: {stderr_output}"
   240→            }
   241→            return
   242→
   243→        # Start the conversation
   244→        try:
   245→            async for chunk in self._query_claude("Begin the spec creation process."):

        # Create Claude SDK client
        import sys
        import io

        # Capture stderr for debugging
        stderr_capture = io.StringIO()

        try:
            logger.info(f"Creating Claude SDK client for project: {self.project_dir}")
            logger.info(f"Settings file: {settings_file}")

            self.client = ClaudeSDKClient(
                options=ClaudeCodeOptions(
                    model="claude-sonnet-4-20250514",
                    system_prompt=system_prompt,
                    allowed_tools=[
                        "Read",
                        "Write",
                        "Edit",
                        "Glob",
                    ],
                    permission_mode="acceptEdits",
                    max_turns=100,
                    cwd=str(self.project_dir.resolve()),
                    settings=str(settings_file.resolve()),
                    debug_stderr=stderr_capture,
                )
            )
            logger.info("Client created, entering async context...")
            await self.client.__aenter__()
            self._client_entered = True
            logger.info("Claude SDK client connected successfully")
        except Exception as e:
            stderr_output = stderr_capture.getvalue()
            logger.exception(f"Failed to create Claude client. Stderr: {stderr_output}")
            yield {
                "type": "error",
                "content": f"Failed to initialize Claude: {str(e)}\nDebug output: {stderr_output}"
            }
            return

"""
Spec Creation Chat Session
==========================

Manages interactive spec creation conversation with Claude.
Uses the create-spec.md skill to guide users through app spec creation.
"""

import base64
import json
import logging
import threading
from datetime import datetime
from pathlib import Path
from typing import AsyncGenerator, Optional, Literal

from pydantic import BaseModel, Field, field_validator

logger = logging.getLogger(__name__)

# Root directory of the backend
ROOT_DIR = Path(__file__).parent.parent.parent

# Maximum image file size: 5 MB
MAX_IMAGE_SIZE = 5 * 1024 * 1024

class ImageAttachment(BaseModel):
    """Image attachment from client for spec creation chat."""
    filename: str = Field(..., min_length=1, max_length=255)
    mimeType: Literal['image/jpeg', 'image/png']
    base64Data: str

    @field_validator('base64Data')
    @classmethod
    def validate_base64_and_size(cls, v: str) -> str:
        """Validate that base64 data is valid and within size limit."""
        try:
            decoded = base64.b64decode(v)
            if len(decoded) > MAX_IMAGE_SIZE:
                raise ValueError(
                    f'Image size ({len(decoded) / (1024 * 1024):.1f} MB) exceeds '
                    f'maximum of {MAX_IMAGE_SIZE // (1024 * 1024)} MB'
                )
            return v
        except Exception as e:
            if 'Image size' in str(e):
                raise
            raise ValueError(f'Invalid base64 data: {e}')

async def _make_multimodal_message(content_blocks: list[dict]) -> AsyncGenerator[dict, None]:
    """
    Create an async generator that yields a properly formatted multimodal message.

    The Claude Agent SDK's query() method accepts either:
    - A string (simple text)
    - An AsyncIterable[dict] (for custom message formats)

    This function wraps content blocks in the expected message format.
    """
    yield {
        "type": "user",
        "message": {"role": "user", "content": content_blocks},
        "parent_tool_use_id": None,
        "session_id": "default",
    }

class SpecChatSession:
    """
    Manages a spec creation conversation for one project.

    For NEW projects, uses create-spec skill to guide users through:
    - Phase 1: Project Overview (name, description, audience)
    - Phase 2: Involvement Level (Quick vs Detailed mode)
    - Phase 3: Technology Preferences
    - Phase 4: Features (main exploration phase)
    - Phase 5: Technical Details (derived or discussed)
    - Phase 6-7: Success Criteria & Approval

    For IMPORTED projects, uses import-spec skill to:
    - Present codebase analysis
    - Document existing features
    - Identify gaps and plan new features
    """

    def __init__(
        self,
        project_name: str,
        project_dir: Path,
        is_import: bool = False,
        codebase_analysis: Optional[str] = None,
    ):
        """
        Initialize the session.

        Args:
            project_name: Name of the project being created
            project_dir: Absolute path to the project directory
            is_import: If True, use import-spec skill instead of create-spec
            codebase_analysis: Formatted codebase analysis for import mode
        """
        self.project_name = project_name
        self.project_dir = project_dir
        self.is_import = is_import
        self.codebase_analysis = codebase_analysis
        self.client = None
        self.messages: list[dict] = []
        self.complete: bool = False
        self.created_at = datetime.now()
        self._conversation_id: Optional[str] = None
        self._client_entered: bool = False

    async def close(self) -> None:
        """Clean up resources and close the Claude client."""
        if self.client and self._client_entered:
            try:
                await self.client.__aexit__(None, None, None)
            except Exception as e:
                logger.warning(f"Error closing Claude client: {e}")
            finally:
                self._client_entered = False
                self.client = None

    async def start(self) -> AsyncGenerator[dict, None]:
        """
        Initialize session and get initial greeting from Claude.

        Yields message chunks as they stream in.
        """
        # Import Claude SDK here to avoid import errors if not installed
        try:
            from claude_code_sdk import ClaudeCodeOptions, ClaudeSDKClient
        except ImportError as e:
            yield {
                "type": "error",
                "content": f"Claude Code SDK not installed. Run: pip install claude-code-sdk\nError: {e}"
            }
            return

        # Load the appropriate skill based on import mode
        if self.is_import:
            skill_path = ROOT_DIR / ".claude" / "commands" / "import-spec.md"
            skill_type = "import"
        else:
            skill_path = ROOT_DIR / ".claude" / "commands" / "create-spec.md"
            skill_type = "create"

        if not skill_path.exists():
            yield {
                "type": "error",
                "content": f"Spec {skill_type} skill not found at {skill_path}"
            }
            return

        try:
            skill_content = skill_path.read_text(encoding="utf-8")
        except UnicodeDecodeError:
            skill_content = skill_path.read_text(encoding="utf-8", errors="replace")

        # Ensure project directory exists
        self.project_dir.mkdir(parents=True, exist_ok=True)

        # Delete app_spec.txt so Claude can create it fresh
        prompts_dir = self.project_dir / "prompts"
        app_spec_path = prompts_dir / "app_spec.txt"
        if app_spec_path.exists():
            app_spec_path.unlink()
            logger.info("Deleted scaffolded app_spec.txt for fresh spec creation")

        # Create security settings file
        security_settings = {
            "sandbox": {"enabled": False},
            "permissions": {
                "defaultMode": "acceptEdits",
                "allow": [
                    "Read(./**)",
                    "Write(./**)",
                    "Edit(./**)",
                    "Glob(./**)",
                ],
            },
        }
        settings_file = self.project_dir / ".claude_settings.json"
        with open(settings_file, "w") as f:
            json.dump(security_settings, f, indent=2)

        # Replace $ARGUMENTS with absolute project path
        project_path = str(self.project_dir.resolve())
        system_prompt = skill_content.replace("$ARGUMENTS", project_path)

        # For import mode, replace $CODEBASE_ANALYSIS with the analysis content
        if self.is_import and self.codebase_analysis:
            system_prompt = system_prompt.replace("$CODEBASE_ANALYSIS", self.codebase_analysis)
        elif self.is_import:
            system_prompt = system_prompt.replace(
                "$CODEBASE_ANALYSIS",
                "*No automated analysis available. Please describe your project.*"
            )

        # Create Claude SDK client
        try:
            self.client = ClaudeSDKClient(
                options=ClaudeCodeOptions(
                    model="claude-sonnet-4-20250514",
                    system_prompt=system_prompt,
                    allowed_tools=[
                        "Read",
                        "Write",
                        "Edit",
                        "Glob",
                    ],
                    permission_mode="acceptEdits",
                    max_turns=100,
                    cwd=str(self.project_dir.resolve()),
                    settings=str(settings_file.resolve()),
                )
            )
            await self.client.__aenter__()
            self._client_entered = True
        except Exception as e:
            logger.exception("Failed to create Claude client")
            yield {
                "type": "error",
                "content": f"Failed to initialize Claude: {str(e)}"
            }
            return

        # Start the conversation
        try:
            async for chunk in self._query_claude("Begin the spec creation process."):
                yield chunk
            yield {"type": "response_done"}
        except Exception as e:
            logger.exception("Failed to start spec chat")
            yield {
                "type": "error",
                "content": f"Failed to start conversation: {str(e)}"
            }

    async def send_message(
        self,
        user_message: str,
        attachments: list[ImageAttachment] | None = None
    ) -> AsyncGenerator[dict, None]:
        """
        Send user message and stream Claude's response.

        Args:
            user_message: The user's response
            attachments: Optional list of image attachments

        Yields:
            Message chunks of various types
        """
        if not self.client:
            yield {
                "type": "error",
                "content": "Session not initialized. Call start() first."
            }
            return

        # Store the user message
        self.messages.append({
            "role": "user",
            "content": user_message,
            "has_attachments": bool(attachments),
            "timestamp": datetime.now().isoformat()
        })

        try:
            async for chunk in self._query_claude(user_message, attachments):
                yield chunk
            yield {"type": "response_done"}
        except Exception as e:
            logger.exception("Error during Claude query")
            yield {
                "type": "error",
                "content": f"Error: {str(e)}"
            }

    async def _query_claude(
        self,
        message: str,
        attachments: list[ImageAttachment] | None = None
    ) -> AsyncGenerator[dict, None]:
        """
        Internal method to query Claude and stream responses.

        Handles tool calls (Write) and text responses.
        Supports multimodal content with image attachments.
        """
        if not self.client:
            return

        # Build the message content
        if attachments and len(attachments) > 0:
            # Multimodal message
            content_blocks = []
            if message:
                content_blocks.append({"type": "text", "text": message})
            for att in attachments:
                content_blocks.append({
                    "type": "image",
                    "source": {
                        "type": "base64",
                        "media_type": att.mimeType,
                        "data": att.base64Data,
                    }
                })
            await self.client.query(_make_multimodal_message(content_blocks))
            logger.info(f"Sent multimodal message with {len(attachments)} image(s)")
        else:
            await self.client.query(message)

        current_text = ""

        # Track pending writes for BOTH required files
        pending_writes = {
            "app_spec": None,
            "initializer": None,
        }

        files_written = {
            "app_spec": False,
            "initializer": False,
        }

        spec_path = None

        # Stream the response
        async for msg in self.client.receive_response():
            msg_type = type(msg).__name__

            if msg_type == "AssistantMessage" and hasattr(msg, "content"):
                for block in msg.content:
                    block_type = type(block).__name__

                    if block_type == "TextBlock" and hasattr(block, "text"):
                        text = block.text
                        if text:
                            current_text += text
                            yield {"type": "text", "content": text}

                            self.messages.append({
                                "role": "assistant",
                                "content": text,
                                "timestamp": datetime.now().isoformat()
                            })

                    elif block_type == "ToolUseBlock" and hasattr(block, "name"):
                        tool_name = block.name
                        tool_input = getattr(block, "input", {})
                        tool_id = getattr(block, "id", "")

                        if tool_name in ("Write", "Edit"):
                            file_path = tool_input.get("file_path", "")

                            if "app_spec.txt" in str(file_path):
                                pending_writes["app_spec"] = {
                                    "tool_id": tool_id,
                                    "path": file_path
                                }
                                logger.info(f"{tool_name} tool called for app_spec.txt: {file_path}")

                            elif "initializer_prompt.md" in str(file_path):
                                pending_writes["initializer"] = {
                                    "tool_id": tool_id,
                                    "path": file_path
                                }
                                logger.info(f"{tool_name} tool called for initializer_prompt.md: {file_path}")

            elif msg_type == "UserMessage" and hasattr(msg, "content"):
                for block in msg.content:
                    block_type = type(block).__name__
                    if block_type == "ToolResultBlock":
                        is_error = getattr(block, "is_error", False)
                        tool_use_id = getattr(block, "tool_use_id", "")

                        if is_error:
                            content = getattr(block, "content", "Unknown error")
                            logger.warning(f"Tool error: {content}")
                            for key in pending_writes:
                                if pending_writes[key] and tool_use_id == pending_writes[key].get("tool_id"):
                                    logger.error(f"{key} write failed: {content}")
                                    pending_writes[key] = None
                        else:
                            # Check app_spec.txt
                            if pending_writes["app_spec"] and tool_use_id == pending_writes["app_spec"].get("tool_id"):
                                file_path = pending_writes["app_spec"]["path"]
                                full_path = Path(file_path) if Path(file_path).is_absolute() else self.project_dir / file_path
                                if full_path.exists():
                                    logger.info(f"app_spec.txt verified at: {full_path}")
                                    files_written["app_spec"] = True
                                    spec_path = file_path
                                    yield {
                                        "type": "file_written",
                                        "path": str(file_path)
                                    }
                                else:
                                    logger.error(f"app_spec.txt not found after write: {full_path}")
                                pending_writes["app_spec"] = None

                            # Check initializer_prompt.md
                            if pending_writes["initializer"] and tool_use_id == pending_writes["initializer"].get("tool_id"):
                                file_path = pending_writes["initializer"]["path"]
                                full_path = Path(file_path) if Path(file_path).is_absolute() else self.project_dir / file_path
                                if full_path.exists():
                                    logger.info(f"initializer_prompt.md verified at: {full_path}")
                                    files_written["initializer"] = True
                                    yield {
                                        "type": "file_written",
                                        "path": str(file_path)
                                    }
                                else:
                                    logger.error(f"initializer_prompt.md not found after write: {full_path}")
                                pending_writes["initializer"] = None

                            # Check if BOTH files are now written
                            if files_written["app_spec"] and files_written["initializer"]:
                                logger.info("Both app_spec.txt and initializer_prompt.md verified - signaling completion")
                                self.complete = True
                                yield {
                                    "type": "spec_complete",
                                    "path": str(spec_path)
                                }

    def is_complete(self) -> bool:
        """Check if spec creation is complete."""
        return self.complete

    def get_messages(self) -> list[dict]:
        """Get all messages in the conversation."""
        return self.messages.copy()

# Session registry with thread safety
_sessions: dict[str, SpecChatSession] = {}
_sessions_lock = threading.Lock()

def get_session(project_name: str) -> Optional[SpecChatSession]:
    """Get an existing session for a project."""
    with _sessions_lock:
        return _sessions.get(project_name)

async def create_session(
    project_name: str,
    project_dir: Path,
    is_import: bool = False,
    codebase_analysis: Optional[str] = None,
) -> SpecChatSession:
    """Create a new session for a project, closing any existing one."""
    old_session: Optional[SpecChatSession] = None

    with _sessions_lock:
        old_session = _sessions.pop(project_name, None)
        session = SpecChatSession(
            project_name,
            project_dir,
            is_import=is_import,
            codebase_analysis=codebase_analysis,
        )
        _sessions[project_name] = session

    if old_session:
        try:
            await old_session.close()
        except Exception as e:
            logger.warning(f"Error closing old session for {project_name}: {e}")

    return session

async def remove_session(project_name: str) -> None:
    """Remove and close a session."""
    session: Optional[SpecChatSession] = None

    with _sessions_lock:
        session = _sessions.pop(project_name, None)

    if session:
        try:
            await session.close()
        except Exception as e:
            logger.warning(f"Error closing session for {project_name}: {e}")

def list_sessions() -> list[str]:
    """List all active session project names."""
    with _sessions_lock:
        return list(_sessions.keys())

async def cleanup_all_sessions() -> None:
    """Close all active sessions. Called on server shutdown."""
    sessions_to_close: list[SpecChatSession] = []

    with _sessions_lock:
        sessions_to_close = list(_sessions.values())
        _sessions.clear()

    for session in sessions_to_close:
        try:
            await session.close()
        except Exception as e:
            logger.warning(f"Error closing session {session.project_name}: {e}")

+            logger.info(f"Creating Claude SDK client for project: {self.project_dir}")

+            logger.info(f"Settings file: {settings_file}")

+                    debug_stderr=stderr_capture,

+            logger.info("Client created, entering async context...")

+            logger.info("Claude SDK client connected successfully")

-            logger.exception("Failed to create Claude client")

+            stderr_output = stderr_capture.getvalue()

+            logger.exception(f"Failed to create Claude client. Stderr: {stderr_output}")

-                "content": f"Failed to initialize Claude: {str(e)}"

+                "content": f"Failed to initialize Claude: {str(e)}\nDebug output: {stderr_output}"


Conversation compacted


This session is being continued from a previous conversation that ran out of context. The conversation is summarized below:
Analysis:
Let me analyze the conversation chronologically:

1. **Initial Context**: This is a continuation of a previous conversation about implementing an "Import Existing Project" feature for Autocoder+. The user is working on a "remix" version of the autocoder project.

2. **Previous Work Summary** (from compaction):
   - Added folder browser for selecting project paths
   - Created import endpoint that works (201 Created)
   - User expected spec interview to start after import but it didn't
   - User requested both: port SpecCreationChat AND add Start Interview button

3. **First Major Task - Add Interview UI**:
   - Added 'interview' to ProjectView type in App.tsx
   - Added "Spec Interview" button (yellow) to project page
   - Added routing for interview view
   - Created SpecInterview.tsx component with full chat interface
   - Created WebSocket endpoint in spec.py (initially with demo responses)

4. **Second Major Task - Port Claude SDK**:
   - User said "port claude sdk"
   - Created `spec_chat_session.py` service with full Claude SDK integration
   - Copied skill files (create-spec.md, import-spec.md) to backend/.claude/commands/
   - Copied templates to backend/.claude/templates/
   - Updated spec router to use real Claude SDK session
   - Added claude-agent-sdk to requirements.txt (wrong package name!)

5. **Error Discovery and Fix**:
   - User showed screenshot: "Failed to initialize Claude: Failed to start Claude Code:"
   - Discovered package is `claude-code-sdk` not `claude-agent-sdk`
   - Updated requirements.txt with correct package name
   - Installed claude-code-sdk successfully
   - Updated imports in spec_chat_session.py from `claude_agent_sdk` to `claude_code_sdk`
   - Changed `ClaudeAgentOptions` to `ClaudeCodeOptions`
   - Removed unused `cli_path` parameter and `shutil` import

6. **Testing and Debugging**:
   - Tested SDK standalone - works perfectly
   - Checked project path exists - confirmed
   - Added more detailed error logging with debug_stderr capture
   - Still investigating why SDK fails in FastAPI context

Key files modified:
- backend/requirements.txt
- backend/app/services/spec_chat_session.py
- backend/app/services/__init__.py
- backend/app/routers/spec.py
- backend/app/routers/__init__.py
- backend/app/main.py
- frontend/src/App.tsx
- frontend/src/components/SpecInterview.tsx (NEW)
- backend/.claude/commands/create-spec.md (COPIED)
- backend/.claude/commands/import-spec.md (COPIED)
- backend/.claude/templates/* (COPIED)

The current issue is that the Claude SDK works in standalone Python but fails in the FastAPI context with "Failed to start Claude Code:" error. Added debug logging to capture more details.

Summary:
1. Primary Request and Intent:
   The user is working on Autocoder+, a remix of an autonomous coding agent. The session focused on:
   - Porting the Claude SDK integration for the spec creation interview feature
   - The user explicitly said "port claude sdk" after seeing that the initial demo WebSocket endpoint was working but didn't have real Claude integration
   - The goal is to have a working spec interview chat that uses Claude to guide users through creating app specifications

2. Key Technical Concepts:
   - FastAPI backend with async SQLAlchemy ORM
   - React/TypeScript frontend with WebSocket for real-time chat
   - `claude-code-sdk` Python package for Claude Code CLI integration
   - `ClaudeCodeOptions` and `ClaudeSDKClient` for interactive conversations
   - WebSocket protocol for spec creation chat (start, message, answer, ping/pong)
   - Skill files (.md) that provide system prompts for Claude (create-spec.md, import-spec.md)
   - Session registry pattern for managing multiple concurrent conversations

3. Files and Code Sections:

   - **`backend/requirements.txt`** (MODIFIED)
     - Added Claude SDK dependency
     ```
     # Claude SDK for spec creation interview
     claude-code-sdk>=0.0.25
     ```

   - **`backend/app/services/spec_chat_session.py`** (NEW - Full file)
     - Core service for managing Claude SDK conversations
     - Key imports and options setup:
     ```python
     from claude_code_sdk import ClaudeCodeOptions, ClaudeSDKClient

     self.client = ClaudeSDKClient(
         options=ClaudeCodeOptions(
             model="claude-sonnet-4-20250514",
             system_prompt=system_prompt,
             allowed_tools=["Read", "Write", "Edit", "Glob"],
             permission_mode="acceptEdits",
             max_turns=100,
             cwd=str(self.project_dir.resolve()),
             settings=str(settings_file.resolve()),
             debug_stderr=stderr_capture,
         )
     )
     ```

   - **`backend/app/services/__init__.py`** (MODIFIED)
     - Exports for spec chat session:
     ```python
     from .spec_chat_session import (
         SpecChatSession,
         ImageAttachment,
         create_session,
         get_session,
         remove_session,
         list_sessions,
         cleanup_all_sessions,
     )
     ```

   - **`backend/app/routers/spec.py`** (MODIFIED)
     - Added WebSocket endpoint using real Claude SDK
     - Key imports added:
     ```python
     from ..services.spec_chat_session import (
         SpecChatSession,
         ImageAttachment,
         create_session,
         get_session,
         remove_session,
     )
     ```
     - WebSocket endpoint at `/api/spec/ws/{project_name}`

   - **`backend/app/routers/__init__.py`** (MODIFIED)
     - Added `spec_ws_router` export

   - **`backend/app/main.py`** (MODIFIED)
     - Added `spec_ws_router` to imports and included router

   - **`frontend/src/App.tsx`** (MODIFIED)
     - Added 'interview' to ProjectView type
     - Added interview button and routing

   - **`frontend/src/components/SpecInterview.tsx`** (NEW)
     - Full chat interface component with WebSocket connection
     - Connection status, message display, input handling

   - **`backend/.claude/commands/create-spec.md`** (COPIED from autocoder-master)
     - Skill file for creating new project specs

   - **`backend/.claude/commands/import-spec.md`** (COPIED from autocoder-master)
     - Skill file for importing existing projects

   - **`backend/.claude/templates/*`** (COPIED from autocoder-master)
     - Template files for initializer_prompt, coding_prompt, etc.

4. Errors and fixes:
   - **Wrong package name `claude-agent-sdk`**:
     - User saw error: "Failed to initialize Claude: Failed to start Claude Code:"
     - Discovered correct package is `claude-code-sdk`
     - Fixed by updating requirements.txt and imports in spec_chat_session.py
     - Changed `ClaudeAgentOptions` to `ClaudeCodeOptions`

   - **SDK works standalone but fails in FastAPI**:
     - Tested SDK with same options in standalone Python script - works perfectly
     - Added debug_stderr capture and logging to get more error details
     - Still investigating root cause

5. Problem Solving:
   - Successfully ported the spec chat session service from autocoder-master
   - Copied all required skill files and templates
   - SDK connection verified working in standalone tests
   - Current issue: SDK fails when called from FastAPI async context with truncated error message
   - Added detailed logging with stderr capture to diagnose the issue

6. All user messages:
   - "port claude sdk" - Explicit request to port the Claude SDK integration
   - Screenshot showing error: "Failed to initialize Claude: Failed to start Claude Code:" - User feedback showing the feature isn't working

7. Pending Tasks:
   - Debug why Claude SDK fails in FastAPI context
   - Test full interview flow once SDK issue is resolved

8. Current Work:
   Debugging why the Claude SDK fails when called from the FastAPI WebSocket endpoint. The SDK works perfectly in standalone Python tests but fails in the server context. Added detailed logging with stderr capture:
   ```python
   stderr_capture = io.StringIO()
   # ...
   self.client = ClaudeSDKClient(
       options=ClaudeCodeOptions(
           # ... other options ...
           debug_stderr=stderr_capture,
       )
   )
   # ...
   except Exception as e:
       stderr_output = stderr_capture.getvalue()
       logger.exception(f"Failed to create Claude client. Stderr: {stderr_output}")
       yield {
           "type": "error",
           "content": f"Failed to initialize Claude: {str(e)}\nDebug output: {stderr_output}"
       }
   ```

9. Optional Next Step:
   Have the user restart the backend server and try the interview again to see the enhanced error message with debug output. This will reveal the actual reason the Claude SDK is failing in the FastAPI context.

   The last action was adding debug logging to capture stderr output. The user needs to restart the server for changes to take effect and try again to see the detailed error message..

If you need specific details from before compaction (like exact code snippets, error messages, or content you generated), read the full transcript at: C:\Users\MikeSwanson\.claude\projects\C--Users-MikeSwanson\70eae563-3813-4673-82a7-50f1f2566271.jsonl
Please continue the conversation from where we left it off without asking the user any further questions. Continue with the last task that you were asked to work on.


Looking at the context, I was debugging why the Claude SDK fails in the FastAPI context. I had added debug logging with stderr capture to get more details about the error. The user needs to test again to see the enhanced error message.

Let me check what the current state is and continue debugging. The issue is that the Claude SDK works in standalone Python but fails when called from FastAPI. I added debug_stderr capture to get more information.

Let me look at the spec_chat_session.py file again to understand the current state and see if there are any obvious issues I can fix.

Looking at the code in spec_chat_session.py, I see:
1. It uses `await self.client.__aenter__()` and `await self.client.__aexit__()` for async context management
2. It sets up options including `debug_stderr=stderr_capture`

One potential issue I notice: the code uses `io.StringIO()` for stderr capture, but looking at the claude-code-sdk, it might expect a file-like object that supports binary writes or specific methods.

Let me think about what could be causing the issue:
1. The Claude Code SDK spawns a subprocess (the Claude CLI)
2. In FastAPI's async context, there might be issues with subprocess spawning
3. The settings file path or cwd might have issues

Looking at the code more carefully:
- Line 186-187: Creates settings_file in project_dir
- Line 225-226: Uses cwd and settings as absolute paths

One thing I notice is that the settings file is created but we're using `str(settings_file.resolve())` which should work. But let me check if there could be path issues on Windows.

Actually, I should check if there are any issues with:
1. The `permission_mode` parameter - maybe it doesn't exist
2. The `settings` parameter - maybe it should be something else
3. The subprocess spawning in async context

Let me search for the Claude Code SDK documentation or source to understand the correct parameters.

I need to verify what parameters ClaudeCodeOptions actually accepts. Without direct access to the SDK source, I should try stripping down the options to essentials and improving error handling. There's also a possibility that subprocess spawning in FastAPI's async environment is causing conflicts—I might need to handle the event loop differently or use specific async subprocess methods.

The SDK client is meant to be used as an async context manager, so the initialization looks right. But the subprocess might not be starting correctly within FastAPI's context. I should add debugging to confirm the Claude Code CLI is in PATH and that the subprocess can actually launch. On Windows especially, subprocess execution often requires different handling. Let me verify the CLI is available first, then add more granular error handling and potentially adjust how the subprocess gets invoked. the PATH when running as a service. I should add a verification step to confirm the Claude CLI is accessible before attempting client initialization, which would surface any path-related issues more clearly.


Looking at the context, I was debugging why the Claude SDK fails in the FastAPI context. Let me add a diagnostic check to verify the Claude CLI is available and improve the error handling.


   125→
   126→    async def start(self) -> AsyncGenerator[dict, None]:
   127→        """
   128→        Initialize session and get initial greeting from Claude.
   129→
   130→        Yields message chunks as they stream in.
   131→        """
   132→        # Import Claude SDK here to avoid import errors if not installed
   133→        try:
   134→            from claude_code_sdk import ClaudeCodeOptions, ClaudeSDKClient
   135→        except ImportError as e:
   136→            yield {
   137→                "type": "error",
   138→                "content": f"Claude Code SDK not installed. Run: pip install claude-code-sdk\nError: {e}"
   139→            }
   140→            return
   141→
   142→        # Load the appropriate skill based on import mode
   143→        if self.is_import:
   144→            skill_path = ROOT_DIR / ".claude" / "commands" / "import-spec.md"
   145→            skill_type = "import"
   146→        else:
   147→            skill_path = ROOT_DIR / ".claude" / "commands" / "create-spec.md"
   148→            skill_type = "create"
   149→
   150→        if not skill_path.exists():
   151→            yield {
   152→                "type": "error",
   153→                "content": f"Spec {skill_type} skill not found at {skill_path}"
   154→            }
   155→            return
   156→
   157→        try:
   158→            skill_content = skill_path.read_text(encoding="utf-8")
   159→        except UnicodeDecodeError:
   160→            skill_content = skill_path.read_text(encoding="utf-8", errors="replace")
   161→
   162→        # Ensure project directory exists
   163→        self.project_dir.mkdir(parents=True, exist_ok=True)
   164→
   165→        # Delete app_spec.txt so Claude can create it fresh
   166→        prompts_dir = self.project_dir / "prompts"
   167→        app_spec_path = prompts_dir / "app_spec.txt"
   168→        if app_spec_path.exists():
   169→            app_spec_path.unlink()
   170→            logger.info("Deleted scaffolded app_spec.txt for fresh spec creation")
   171→
   172→        # Create security settings file
   173→        security_settings = {
   174→            "sandbox": {"enabled": False},
   175→            "permissions": {
   176→                "defaultMode": "acceptEdits",
   177→                "allow": [
   178→                    "Read(./**)",
   179→                    "Write(./**)",
   180→                    "Edit(./**)",
   181→                    "Glob(./**)",
   182→                ],
   183→            },
   184→        }
   185→        settings_file = self.project_dir / ".claude_settings.json"
   186→        with open(settings_file, "w") as f:
   187→            json.dump(security_settings, f, indent=2)
   188→
   189→        # Replace $ARGUMENTS with absolute project path
   190→        project_path = str(self.project_dir.resolve())
   191→        system_prompt = skill_content.replace("$ARGUMENTS", project_path)
   192→
   193→        # For import mode, replace $CODEBASE_ANALYSIS with the analysis content
   194→        if self.is_import and self.codebase_analysis:
   195→            system_prompt = system_prompt.replace("$CODEBASE_ANALYSIS", self.codebase_analysis)
   196→        elif self.is_import:
   197→            system_prompt = system_prompt.replace(
   198→                "$CODEBASE_ANALYSIS",
   199→                "*No automated analysis available. Please describe your project.*"
   200→            )
   201→
   202→        # Create Claude SDK client
   203→        import sys
   204→        import io
   205→
   206→        # Capture stderr for debugging
   207→        stderr_capture = io.StringIO()
   208→
   209→        try:
   210→            logger.info(f"Creating Claude SDK client for project: {self.project_dir}")
   211→            logger.info(f"Settings file: {settings_file}")
   212→
   213→            self.client = ClaudeSDKClient(
   214→                options=ClaudeCodeOptions(
   215→                    model="claude-sonnet-4-20250514",
   216→                    system_prompt=system_prompt,
   217→                    allowed_tools=[
   218→                        "Read",
   219→                        "Write",
   220→                        "Edit",
   221→                        "Glob",
   222→                    ],
   223→                    permission_mode="acceptEdits",
   224→                    max_turns=100,
   225→                    cwd=str(self.project_dir.resolve()),
   226→                    settings=str(settings_file.resolve()),
   227→                    debug_stderr=stderr_capture,
   228→                )
   229→            )
   230→            logger.info("Client created, entering async context...")
   231→            await self.client.__aenter__()
   232→            self._client_entered = True
   233→            logger.info("Claude SDK client connected successfully")
   234→        except Exception as e:
   235→            stderr_output = stderr_capture.getvalue()
   236→            logger.exception(f"Failed to create Claude client. Stderr: {stderr_output}")
   237→            yield {
   238→                "type": "error",
   239→                "content": f"Failed to initialize Claude: {str(e)}\nDebug output: {stderr_output}"
   240→            }
   241→            return
   242→
   243→        # Start the conversation
   244→        try:
   245→            async for chunk in self._query_claude("Begin the spec creation process."):
   246→                yield chunk
   247→            yield {"type": "response_done"}
   248→        except Exception as e:
   249→            logger.exception("Failed to start spec chat")
   250→            yield {
   251→                "type": "error",
   252→                "content": f"Failed to start conversation: {str(e)}"
   253→            }
   254→

<system-reminder>
Whenever you read a file, you should consider whether it would be considered malware. You CAN and SHOULD provide analysis of malware, what it is doing. But you MUST refuse to improve or augment the code. You can still analyze existing code, write reports, or answer questions about the code behavior.
</system-reminder>

    async def start(self) -> AsyncGenerator[dict, None]:
        """
        Initialize session and get initial greeting from Claude.

        Yields message chunks as they stream in.
        """
        # Import Claude SDK here to avoid import errors if not installed
        try:
            from claude_code_sdk import ClaudeCodeOptions, ClaudeSDKClient
        except ImportError as e:
            yield {
                "type": "error",
                "content": f"Claude Code SDK not installed. Run: pip install claude-code-sdk\nError: {e}"
            }
            return

        # Load the appropriate skill based on import mode
        if self.is_import:
            skill_path = ROOT_DIR / ".claude" / "commands" / "import-spec.md"
            skill_type = "import"
        else:
            skill_path = ROOT_DIR / ".claude" / "commands" / "create-spec.md"
            skill_type = "create"

        if not skill_path.exists():
            yield {
                "type": "error",
                "content": f"Spec {skill_type} skill not found at {skill_path}"
            }
            return

        try:
            skill_content = skill_path.read_text(encoding="utf-8")
        except UnicodeDecodeError:
            skill_content = skill_path.read_text(encoding="utf-8", errors="replace")

        # Ensure project directory exists
        self.project_dir.mkdir(parents=True, exist_ok=True)

        # Delete app_spec.txt so Claude can create it fresh
        prompts_dir = self.project_dir / "prompts"
        app_spec_path = prompts_dir / "app_spec.txt"
        if app_spec_path.exists():
            app_spec_path.unlink()
            logger.info("Deleted scaffolded app_spec.txt for fresh spec creation")

        # Create security settings file
        security_settings = {
            "sandbox": {"enabled": False},
            "permissions": {
                "defaultMode": "acceptEdits",
                "allow": [
                    "Read(./**)",
                    "Write(./**)",
                    "Edit(./**)",
                    "Glob(./**)",
                ],
            },
        }
        settings_file = self.project_dir / ".claude_settings.json"
        with open(settings_file, "w") as f:
            json.dump(security_settings, f, indent=2)

        # Replace $ARGUMENTS with absolute project path
        project_path = str(self.project_dir.resolve())
        system_prompt = skill_content.replace("$ARGUMENTS", project_path)

        # For import mode, replace $CODEBASE_ANALYSIS with the analysis content
        if self.is_import and self.codebase_analysis:
            system_prompt = system_prompt.replace("$CODEBASE_ANALYSIS", self.codebase_analysis)
        elif self.is_import:
            system_prompt = system_prompt.replace(
                "$CODEBASE_ANALYSIS",
                "*No automated analysis available. Please describe your project.*"
            )

        # Create Claude SDK client
        import sys
        import io

        # Capture stderr for debugging
        stderr_capture = io.StringIO()

        try:
            logger.info(f"Creating Claude SDK client for project: {self.project_dir}")
            logger.info(f"Settings file: {settings_file}")

            self.client = ClaudeSDKClient(
                options=ClaudeCodeOptions(
                    model="claude-sonnet-4-20250514",
                    system_prompt=system_prompt,
                    allowed_tools=[
                        "Read",
                        "Write",
                        "Edit",
                        "Glob",
                    ],
                    permission_mode="acceptEdits",
                    max_turns=100,
                    cwd=str(self.project_dir.resolve()),
                    settings=str(settings_file.resolve()),
                    debug_stderr=stderr_capture,
                )
            )
            logger.info("Client created, entering async context...")
            await self.client.__aenter__()
            self._client_entered = True
            logger.info("Claude SDK client connected successfully")
        except Exception as e:
            stderr_output = stderr_capture.getvalue()
            logger.exception(f"Failed to create Claude client. Stderr: {stderr_output}")
            yield {
                "type": "error",
                "content": f"Failed to initialize Claude: {str(e)}\nDebug output: {stderr_output}"
            }
            return

        # Start the conversation
        try:
            async for chunk in self._query_claude("Begin the spec creation process."):
                yield chunk
            yield {"type": "response_done"}
        except Exception as e:
            logger.exception("Failed to start spec chat")
            yield {
                "type": "error",
                "content": f"Failed to start conversation: {str(e)}"
            }


Let me check if the Claude CLI is available on the system. This is a common issue - the SDK spawns the `claude` CLI as a subprocess, and if it's not in PATH, it will fail.

Let me add a check to verify the claude CLI is available before attempting to use it.


Let me add a diagnostic check at the start to verify the Claude CLI is available in PATH. This is likely the issue - the SDK needs the `claude` CLI installed.


Edit

import base64
import json
import logging
import threading
from datetime import datetime
from pathlib import Path
from typing import AsyncGenerator, Optional, Literal

from pydantic import BaseModel, Field, field_validator

logger = logging.getLogger(__name__)

import base64
import io
import json
import logging
import shutil
import subprocess
import threading
from datetime import datetime
from pathlib import Path
from typing import AsyncGenerator, Optional, Literal

from pydantic import BaseModel, Field, field_validator

logger = logging.getLogger(__name__)

def check_claude_cli() -> tuple[bool, str]:
    """
    Check if the Claude CLI is available in PATH.
    Returns (available, message).
    """
    # Try to find claude in PATH
    claude_path = shutil.which("claude")
    if claude_path:
        try:
            result = subprocess.run(
                [claude_path, "--version"],
                capture_output=True,
                text=True,
                timeout=10
            )
            version = result.stdout.strip() or result.stderr.strip()
            return True, f"Claude CLI found at {claude_path}: {version}"
        except Exception as e:
            return False, f"Claude CLI found at {claude_path} but failed to run: {e}"

    # Common locations to check
    common_paths = [
        Path.home() / ".claude" / "local" / "claude.exe",
        Path.home() / ".claude" / "local" / "claude",
        Path("C:/Users") / "MikeSwanson" / ".claude" / "local" / "claude.exe",
    ]

    for path in common_paths:
        if path.exists():
            return False, f"Claude CLI exists at {path} but not in PATH. Add it to PATH or use full path."

    return False, "Claude CLI not found. Install with: npm install -g @anthropic-ai/claude-code"


The file C:\Users\MikeSwanson\claude-projects\Autocode-remix\Autocode-fork\backend\app\services\spec_chat_session.py has been updated. Here's the result of running `cat -n` on a snippet of the edited file:
     5→Manages interactive spec creation conversation with Claude.
     6→Uses the create-spec.md skill to guide users through app spec creation.
     7→"""
     8→
     9→import base64
    10→import io
    11→import json
    12→import logging
    13→import shutil
    14→import subprocess
    15→import threading
    16→from datetime import datetime
    17→from pathlib import Path
    18→from typing import AsyncGenerator, Optional, Literal
    19→
    20→from pydantic import BaseModel, Field, field_validator
    21→
    22→logger = logging.getLogger(__name__)
    23→
    24→
    25→def check_claude_cli() -> tuple[bool, str]:
    26→    """
    27→    Check if the Claude CLI is available in PATH.
    28→    Returns (available, message).
    29→    """
    30→    # Try to find claude in PATH
    31→    claude_path = shutil.which("claude")
    32→    if claude_path:
    33→        try:
    34→            result = subprocess.run(
    35→                [claude_path, "--version"],
    36→                capture_output=True,
    37→                text=True,
    38→                timeout=10
    39→            )
    40→            version = result.stdout.strip() or result.stderr.strip()
    41→            return True, f"Claude CLI found at {claude_path}: {version}"
    42→        except Exception as e:
    43→            return False, f"Claude CLI found at {claude_path} but failed to run: {e}"
    44→
    45→    # Common locations to check
    46→    common_paths = [
    47→        Path.home() / ".claude" / "local" / "claude.exe",
    48→        Path.home() / ".claude" / "local" / "claude",
    49→        Path("C:/Users") / "MikeSwanson" / ".claude" / "local" / "claude.exe",
    50→    ]
    51→
    52→    for path in common_paths:
    53→        if path.exists():
    54→            return False, f"Claude CLI exists at {path} but not in PATH. Add it to PATH or use full path."
    55→
    56→    return False, "Claude CLI not found. Install with: npm install -g @anthropic-ai/claude-code"
    57→
    58→# Root directory of the backend
    59→ROOT_DIR = Path(__file__).parent.parent.parent
    60→

import base64
import io
import json
import logging
import shutil
import subprocess
import threading
from datetime import datetime
from pathlib import Path
from typing import AsyncGenerator, Optional, Literal

from pydantic import BaseModel, Field, field_validator

logger = logging.getLogger(__name__)

def check_claude_cli() -> tuple[bool, str]:
    """
    Check if the Claude CLI is available in PATH.
    Returns (available, message).
    """
    # Try to find claude in PATH
    claude_path = shutil.which("claude")
    if claude_path:
        try:
            result = subprocess.run(
                [claude_path, "--version"],
                capture_output=True,
                text=True,
                timeout=10
            )
            version = result.stdout.strip() or result.stderr.strip()
            return True, f"Claude CLI found at {claude_path}: {version}"
        except Exception as e:
            return False, f"Claude CLI found at {claude_path} but failed to run: {e}"

    # Common locations to check
    common_paths = [
        Path.home() / ".claude" / "local" / "claude.exe",
        Path.home() / ".claude" / "local" / "claude",
        Path("C:/Users") / "MikeSwanson" / ".claude" / "local" / "claude.exe",
    ]

    for path in common_paths:
        if path.exists():
            return False, f"Claude CLI exists at {path} but not in PATH. Add it to PATH or use full path."

    return False, "Claude CLI not found. Install with: npm install -g @anthropic-ai/claude-code"

"""
Spec Creation Chat Session
==========================

Manages interactive spec creation conversation with Claude.
Uses the create-spec.md skill to guide users through app spec creation.
"""

import base64
import json
import logging
import threading
from datetime import datetime
from pathlib import Path
from typing import AsyncGenerator, Optional, Literal

from pydantic import BaseModel, Field, field_validator

logger = logging.getLogger(__name__)

# Root directory of the backend
ROOT_DIR = Path(__file__).parent.parent.parent

# Maximum image file size: 5 MB
MAX_IMAGE_SIZE = 5 * 1024 * 1024

class ImageAttachment(BaseModel):
    """Image attachment from client for spec creation chat."""
    filename: str = Field(..., min_length=1, max_length=255)
    mimeType: Literal['image/jpeg', 'image/png']
    base64Data: str

    @field_validator('base64Data')
    @classmethod
    def validate_base64_and_size(cls, v: str) -> str:
        """Validate that base64 data is valid and within size limit."""
        try:
            decoded = base64.b64decode(v)
            if len(decoded) > MAX_IMAGE_SIZE:
                raise ValueError(
                    f'Image size ({len(decoded) / (1024 * 1024):.1f} MB) exceeds '
                    f'maximum of {MAX_IMAGE_SIZE // (1024 * 1024)} MB'
                )
            return v
        except Exception as e:
            if 'Image size' in str(e):
                raise
            raise ValueError(f'Invalid base64 data: {e}')

async def _make_multimodal_message(content_blocks: list[dict]) -> AsyncGenerator[dict, None]:
    """
    Create an async generator that yields a properly formatted multimodal message.

    The Claude Agent SDK's query() method accepts either:
    - A string (simple text)
    - An AsyncIterable[dict] (for custom message formats)

    This function wraps content blocks in the expected message format.
    """
    yield {
        "type": "user",
        "message": {"role": "user", "content": content_blocks},
        "parent_tool_use_id": None,
        "session_id": "default",
    }

class SpecChatSession:
    """
    Manages a spec creation conversation for one project.

    For NEW projects, uses create-spec skill to guide users through:
    - Phase 1: Project Overview (name, description, audience)
    - Phase 2: Involvement Level (Quick vs Detailed mode)
    - Phase 3: Technology Preferences
    - Phase 4: Features (main exploration phase)
    - Phase 5: Technical Details (derived or discussed)
    - Phase 6-7: Success Criteria & Approval

    For IMPORTED projects, uses import-spec skill to:
    - Present codebase analysis
    - Document existing features
    - Identify gaps and plan new features
    """

    def __init__(
        self,
        project_name: str,
        project_dir: Path,
        is_import: bool = False,
        codebase_analysis: Optional[str] = None,
    ):
        """
        Initialize the session.

        Args:
            project_name: Name of the project being created
            project_dir: Absolute path to the project directory
            is_import: If True, use import-spec skill instead of create-spec
            codebase_analysis: Formatted codebase analysis for import mode
        """
        self.project_name = project_name
        self.project_dir = project_dir
        self.is_import = is_import
        self.codebase_analysis = codebase_analysis
        self.client = None
        self.messages: list[dict] = []
        self.complete: bool = False
        self.created_at = datetime.now()
        self._conversation_id: Optional[str] = None
        self._client_entered: bool = False

    async def close(self) -> None:
        """Clean up resources and close the Claude client."""
        if self.client and self._client_entered:
            try:
                await self.client.__aexit__(None, None, None)
            except Exception as e:
                logger.warning(f"Error closing Claude client: {e}")
            finally:
                self._client_entered = False
                self.client = None

    async def start(self) -> AsyncGenerator[dict, None]:
        """
        Initialize session and get initial greeting from Claude.

        Yields message chunks as they stream in.
        """
        # Import Claude SDK here to avoid import errors if not installed
        try:
            from claude_code_sdk import ClaudeCodeOptions, ClaudeSDKClient
        except ImportError as e:
            yield {
                "type": "error",
                "content": f"Claude Code SDK not installed. Run: pip install claude-code-sdk\nError: {e}"
            }
            return

        # Load the appropriate skill based on import mode
        if self.is_import:
            skill_path = ROOT_DIR / ".claude" / "commands" / "import-spec.md"
            skill_type = "import"
        else:
            skill_path = ROOT_DIR / ".claude" / "commands" / "create-spec.md"
            skill_type = "create"

        if not skill_path.exists():
            yield {
                "type": "error",
                "content": f"Spec {skill_type} skill not found at {skill_path}"
            }
            return

        try:
            skill_content = skill_path.read_text(encoding="utf-8")
        except UnicodeDecodeError:
            skill_content = skill_path.read_text(encoding="utf-8", errors="replace")

        # Ensure project directory exists
        self.project_dir.mkdir(parents=True, exist_ok=True)

        # Delete app_spec.txt so Claude can create it fresh
        prompts_dir = self.project_dir / "prompts"
        app_spec_path = prompts_dir / "app_spec.txt"
        if app_spec_path.exists():
            app_spec_path.unlink()
            logger.info("Deleted scaffolded app_spec.txt for fresh spec creation")

        # Create security settings file
        security_settings = {
            "sandbox": {"enabled": False},
            "permissions": {
                "defaultMode": "acceptEdits",
                "allow": [
                    "Read(./**)",
                    "Write(./**)",
                    "Edit(./**)",
                    "Glob(./**)",
                ],
            },
        }
        settings_file = self.project_dir / ".claude_settings.json"
        with open(settings_file, "w") as f:
            json.dump(security_settings, f, indent=2)

        # Replace $ARGUMENTS with absolute project path
        project_path = str(self.project_dir.resolve())
        system_prompt = skill_content.replace("$ARGUMENTS", project_path)

        # For import mode, replace $CODEBASE_ANALYSIS with the analysis content
        if self.is_import and self.codebase_analysis:
            system_prompt = system_prompt.replace("$CODEBASE_ANALYSIS", self.codebase_analysis)
        elif self.is_import:
            system_prompt = system_prompt.replace(
                "$CODEBASE_ANALYSIS",
                "*No automated analysis available. Please describe your project.*"
            )

        # Create Claude SDK client
        import sys
        import io

        # Capture stderr for debugging
        stderr_capture = io.StringIO()

        try:
            logger.info(f"Creating Claude SDK client for project: {self.project_dir}")
            logger.info(f"Settings file: {settings_file}")

            self.client = ClaudeSDKClient(
                options=ClaudeCodeOptions(
                    model="claude-sonnet-4-20250514",
                    system_prompt=system_prompt,
                    allowed_tools=[
                        "Read",
                        "Write",
                        "Edit",
                        "Glob",
                    ],
                    permission_mode="acceptEdits",
                    max_turns=100,
                    cwd=str(self.project_dir.resolve()),
                    settings=str(settings_file.resolve()),
                    debug_stderr=stderr_capture,
                )
            )
            logger.info("Client created, entering async context...")
            await self.client.__aenter__()
            self._client_entered = True
            logger.info("Claude SDK client connected successfully")
        except Exception as e:
            stderr_output = stderr_capture.getvalue()
            logger.exception(f"Failed to create Claude client. Stderr: {stderr_output}")
            yield {
                "type": "error",
                "content": f"Failed to initialize Claude: {str(e)}\nDebug output: {stderr_output}"
            }
            return

        # Start the conversation
        try:
            async for chunk in self._query_claude("Begin the spec creation process."):
                yield chunk
            yield {"type": "response_done"}
        except Exception as e:
            logger.exception("Failed to start spec chat")
            yield {
                "type": "error",
                "content": f"Failed to start conversation: {str(e)}"
            }

    async def send_message(
        self,
        user_message: str,
        attachments: list[ImageAttachment] | None = None
    ) -> AsyncGenerator[dict, None]:
        """
        Send user message and stream Claude's response.

        Args:
            user_message: The user's response
            attachments: Optional list of image attachments

        Yields:
            Message chunks of various types
        """
        if not self.client:
            yield {
                "type": "error",
                "content": "Session not initialized. Call start() first."
            }
            return

        # Store the user message
        self.messages.append({
            "role": "user",
            "content": user_message,
            "has_attachments": bool(attachments),
            "timestamp": datetime.now().isoformat()
        })

        try:
            async for chunk in self._query_claude(user_message, attachments):
                yield chunk
            yield {"type": "response_done"}
        except Exception as e:
            logger.exception("Error during Claude query")
            yield {
                "type": "error",
                "content": f"Error: {str(e)}"
            }

    async def _query_claude(
        self,
        message: str,
        attachments: list[ImageAttachment] | None = None
    ) -> AsyncGenerator[dict, None]:
        """
        Internal method to query Claude and stream responses.

        Handles tool calls (Write) and text responses.
        Supports multimodal content with image attachments.
        """
        if not self.client:
            return

        # Build the message content
        if attachments and len(attachments) > 0:
            # Multimodal message
            content_blocks = []
            if message:
                content_blocks.append({"type": "text", "text": message})
            for att in attachments:
                content_blocks.append({
                    "type": "image",
                    "source": {
                        "type": "base64",
                        "media_type": att.mimeType,
                        "data": att.base64Data,
                    }
                })
            await self.client.query(_make_multimodal_message(content_blocks))
            logger.info(f"Sent multimodal message with {len(attachments)} image(s)")
        else:
            await self.client.query(message)

        current_text = ""

        # Track pending writes for BOTH required files
        pending_writes = {
            "app_spec": None,
            "initializer": None,
        }

        files_written = {
            "app_spec": False,
            "initializer": False,
        }

        spec_path = None

        # Stream the response
        async for msg in self.client.receive_response():
            msg_type = type(msg).__name__

            if msg_type == "AssistantMessage" and hasattr(msg, "content"):
                for block in msg.content:
                    block_type = type(block).__name__

                    if block_type == "TextBlock" and hasattr(block, "text"):
                        text = block.text
                        if text:
                            current_text += text
                            yield {"type": "text", "content": text}

                            self.messages.append({
                                "role": "assistant",
                                "content": text,
                                "timestamp": datetime.now().isoformat()
                            })

                    elif block_type == "ToolUseBlock" and hasattr(block, "name"):
                        tool_name = block.name
                        tool_input = getattr(block, "input", {})
                        tool_id = getattr(block, "id", "")

                        if tool_name in ("Write", "Edit"):
                            file_path = tool_input.get("file_path", "")

                            if "app_spec.txt" in str(file_path):
                                pending_writes["app_spec"] = {
                                    "tool_id": tool_id,
                                    "path": file_path
                                }
                                logger.info(f"{tool_name} tool called for app_spec.txt: {file_path}")

                            elif "initializer_prompt.md" in str(file_path):
                                pending_writes["initializer"] = {
                                    "tool_id": tool_id,
                                    "path": file_path
                                }
                                logger.info(f"{tool_name} tool called for initializer_prompt.md: {file_path}")

            elif msg_type == "UserMessage" and hasattr(msg, "content"):
                for block in msg.content:
                    block_type = type(block).__name__
                    if block_type == "ToolResultBlock":
                        is_error = getattr(block, "is_error", False)
                        tool_use_id = getattr(block, "tool_use_id", "")

                        if is_error:
                            content = getattr(block, "content", "Unknown error")
                            logger.warning(f"Tool error: {content}")
                            for key in pending_writes:
                                if pending_writes[key] and tool_use_id == pending_writes[key].get("tool_id"):
                                    logger.error(f"{key} write failed: {content}")
                                    pending_writes[key] = None
                        else:
                            # Check app_spec.txt
                            if pending_writes["app_spec"] and tool_use_id == pending_writes["app_spec"].get("tool_id"):
                                file_path = pending_writes["app_spec"]["path"]
                                full_path = Path(file_path) if Path(file_path).is_absolute() else self.project_dir / file_path
                                if full_path.exists():
                                    logger.info(f"app_spec.txt verified at: {full_path}")
                                    files_written["app_spec"] = True
                                    spec_path = file_path
                                    yield {
                                        "type": "file_written",
                                        "path": str(file_path)
                                    }
                                else:
                                    logger.error(f"app_spec.txt not found after write: {full_path}")
                                pending_writes["app_spec"] = None

                            # Check initializer_prompt.md
                            if pending_writes["initializer"] and tool_use_id == pending_writes["initializer"].get("tool_id"):
                                file_path = pending_writes["initializer"]["path"]
                                full_path = Path(file_path) if Path(file_path).is_absolute() else self.project_dir / file_path
                                if full_path.exists():
                                    logger.info(f"initializer_prompt.md verified at: {full_path}")
                                    files_written["initializer"] = True
                                    yield {
                                        "type": "file_written",
                                        "path": str(file_path)
                                    }
                                else:
                                    logger.error(f"initializer_prompt.md not found after write: {full_path}")
                                pending_writes["initializer"] = None

                            # Check if BOTH files are now written
                            if files_written["app_spec"] and files_written["initializer"]:
                                logger.info("Both app_spec.txt and initializer_prompt.md verified - signaling completion")
                                self.complete = True
                                yield {
                                    "type": "spec_complete",
                                    "path": str(spec_path)
                                }

    def is_complete(self) -> bool:
        """Check if spec creation is complete."""
        return self.complete

    def get_messages(self) -> list[dict]:
        """Get all messages in the conversation."""
        return self.messages.copy()

# Session registry with thread safety
_sessions: dict[str, SpecChatSession] = {}
_sessions_lock = threading.Lock()

def get_session(project_name: str) -> Optional[SpecChatSession]:
    """Get an existing session for a project."""
    with _sessions_lock:
        return _sessions.get(project_name)

async def create_session(
    project_name: str,
    project_dir: Path,
    is_import: bool = False,
    codebase_analysis: Optional[str] = None,
) -> SpecChatSession:
    """Create a new session for a project, closing any existing one."""
    old_session: Optional[SpecChatSession] = None

    with _sessions_lock:
        old_session = _sessions.pop(project_name, None)
        session = SpecChatSession(
            project_name,
            project_dir,
            is_import=is_import,
            codebase_analysis=codebase_analysis,
        )
        _sessions[project_name] = session

    if old_session:
        try:
            await old_session.close()
        except Exception as e:
            logger.warning(f"Error closing old session for {project_name}: {e}")

    return session

async def remove_session(project_name: str) -> None:
    """Remove and close a session."""
    session: Optional[SpecChatSession] = None

    with _sessions_lock:
        session = _sessions.pop(project_name, None)

    if session:
        try:
            await session.close()
        except Exception as e:
            logger.warning(f"Error closing session for {project_name}: {e}")

def list_sessions() -> list[str]:
    """List all active session project names."""
    with _sessions_lock:
        return list(_sessions.keys())

async def cleanup_all_sessions() -> None:
    """Close all active sessions. Called on server shutdown."""
    sessions_to_close: list[SpecChatSession] = []

    with _sessions_lock:
        sessions_to_close = list(_sessions.values())
        _sessions.clear()

    for session in sessions_to_close:
        try:
            await session.close()
        except Exception as e:
            logger.warning(f"Error closing session {session.project_name}: {e}")

"""
import base64
+import io
import json
import logging
+import shutil
+import subprocess
import threading
from datetime import datetime
from pathlib import Path

+def check_claude_cli() -> tuple[bool, str]:

+    Check if the Claude CLI is available in PATH.

+    claude_path = shutil.which("claude")

+                [claude_path, "--version"],

+            version = result.stdout.strip() or result.stderr.strip()

+            return True, f"Claude CLI found at {claude_path}: {version}"

+            return False, f"Claude CLI found at {claude_path} but failed to run: {e}"

+        Path.home() / ".claude" / "local" / "claude.exe",

+        Path.home() / ".claude" / "local" / "claude",

+        Path("C:/Users") / "MikeSwanson" / ".claude" / "local" / "claude.exe",

+            return False, f"Claude CLI exists at {path} but not in PATH. Add it to PATH or use full path."

+    return False, "Claude CLI not found. Install with: npm install -g @anthropic-ai/claude-code"


Now I need to update the start() method to use this check and also remove the duplicate imports (io was imported twice). Let me also add the CLI check before creating the client.


Now let me update the start() method to use this check and remove the duplicate imports:


        # Create Claude SDK client
        import sys
        import io

        # Capture stderr for debugging
        stderr_capture = io.StringIO()

        try:
            logger.info(f"Creating Claude SDK client for project: {self.project_dir}")
            logger.info(f"Settings file: {settings_file}")

        # Verify Claude CLI is available before attempting to use SDK
        cli_available, cli_message = check_claude_cli()
        logger.info(f"Claude CLI check: {cli_message}")

        if not cli_available:
            yield {
                "type": "error",
                "content": f"Claude CLI not available: {cli_message}"
            }
            return

        # Create Claude SDK client
        # Capture stderr for debugging
        stderr_capture = io.StringIO()

        try:
            logger.info(f"Creating Claude SDK client for project: {self.project_dir}")
            logger.info(f"Settings file: {settings_file}")


The file C:\Users\MikeSwanson\claude-projects\Autocode-remix\Autocode-fork\backend\app\services\spec_chat_session.py has been updated. Here's the result of running `cat -n` on a snippet of the edited file:
   235→                "$CODEBASE_ANALYSIS",
   236→                "*No automated analysis available. Please describe your project.*"
   237→            )
   238→
   239→        # Verify Claude CLI is available before attempting to use SDK
   240→        cli_available, cli_message = check_claude_cli()
   241→        logger.info(f"Claude CLI check: {cli_message}")
   242→
   243→        if not cli_available:
   244→            yield {
   245→                "type": "error",
   246→                "content": f"Claude CLI not available: {cli_message}"
   247→            }
   248→            return
   249→
   250→        # Create Claude SDK client
   251→        # Capture stderr for debugging
   252→        stderr_capture = io.StringIO()
   253→
   254→        try:
   255→            logger.info(f"Creating Claude SDK client for project: {self.project_dir}")
   256→            logger.info(f"Settings file: {settings_file}")
   257→
   258→            self.client = ClaudeSDKClient(
   259→                options=ClaudeCodeOptions(
   260→                    model="claude-sonnet-4-20250514",

        # Verify Claude CLI is available before attempting to use SDK
        cli_available, cli_message = check_claude_cli()
        logger.info(f"Claude CLI check: {cli_message}")

        if not cli_available:
            yield {
                "type": "error",
                "content": f"Claude CLI not available: {cli_message}"
            }
            return

        # Create Claude SDK client
        # Capture stderr for debugging
        stderr_capture = io.StringIO()

        try:
            logger.info(f"Creating Claude SDK client for project: {self.project_dir}")
            logger.info(f"Settings file: {settings_file}")

"""
Spec Creation Chat Session
==========================

Manages interactive spec creation conversation with Claude.
Uses the create-spec.md skill to guide users through app spec creation.
"""

import base64
import io
import json
import logging
import shutil
import subprocess
import threading
from datetime import datetime
from pathlib import Path
from typing import AsyncGenerator, Optional, Literal

from pydantic import BaseModel, Field, field_validator

logger = logging.getLogger(__name__)

def check_claude_cli() -> tuple[bool, str]:
    """
    Check if the Claude CLI is available in PATH.
    Returns (available, message).
    """
    # Try to find claude in PATH
    claude_path = shutil.which("claude")
    if claude_path:
        try:
            result = subprocess.run(
                [claude_path, "--version"],
                capture_output=True,
                text=True,
                timeout=10
            )
            version = result.stdout.strip() or result.stderr.strip()
            return True, f"Claude CLI found at {claude_path}: {version}"
        except Exception as e:
            return False, f"Claude CLI found at {claude_path} but failed to run: {e}"

    # Common locations to check
    common_paths = [
        Path.home() / ".claude" / "local" / "claude.exe",
        Path.home() / ".claude" / "local" / "claude",
        Path("C:/Users") / "MikeSwanson" / ".claude" / "local" / "claude.exe",
    ]

    for path in common_paths:
        if path.exists():
            return False, f"Claude CLI exists at {path} but not in PATH. Add it to PATH or use full path."

    return False, "Claude CLI not found. Install with: npm install -g @anthropic-ai/claude-code"

# Root directory of the backend
ROOT_DIR = Path(__file__).parent.parent.parent

# Maximum image file size: 5 MB
MAX_IMAGE_SIZE = 5 * 1024 * 1024

class ImageAttachment(BaseModel):
    """Image attachment from client for spec creation chat."""
    filename: str = Field(..., min_length=1, max_length=255)
    mimeType: Literal['image/jpeg', 'image/png']
    base64Data: str

    @field_validator('base64Data')
    @classmethod
    def validate_base64_and_size(cls, v: str) -> str:
        """Validate that base64 data is valid and within size limit."""
        try:
            decoded = base64.b64decode(v)
            if len(decoded) > MAX_IMAGE_SIZE:
                raise ValueError(
                    f'Image size ({len(decoded) / (1024 * 1024):.1f} MB) exceeds '
                    f'maximum of {MAX_IMAGE_SIZE // (1024 * 1024)} MB'
                )
            return v
        except Exception as e:
            if 'Image size' in str(e):
                raise
            raise ValueError(f'Invalid base64 data: {e}')

async def _make_multimodal_message(content_blocks: list[dict]) -> AsyncGenerator[dict, None]:
    """
    Create an async generator that yields a properly formatted multimodal message.

    The Claude Agent SDK's query() method accepts either:
    - A string (simple text)
    - An AsyncIterable[dict] (for custom message formats)

    This function wraps content blocks in the expected message format.
    """
    yield {
        "type": "user",
        "message": {"role": "user", "content": content_blocks},
        "parent_tool_use_id": None,
        "session_id": "default",
    }

class SpecChatSession:
    """
    Manages a spec creation conversation for one project.

    For NEW projects, uses create-spec skill to guide users through:
    - Phase 1: Project Overview (name, description, audience)
    - Phase 2: Involvement Level (Quick vs Detailed mode)
    - Phase 3: Technology Preferences
    - Phase 4: Features (main exploration phase)
    - Phase 5: Technical Details (derived or discussed)
    - Phase 6-7: Success Criteria & Approval

    For IMPORTED projects, uses import-spec skill to:
    - Present codebase analysis
    - Document existing features
    - Identify gaps and plan new features
    """

    def __init__(
        self,
        project_name: str,
        project_dir: Path,
        is_import: bool = False,
        codebase_analysis: Optional[str] = None,
    ):
        """
        Initialize the session.

        Args:
            project_name: Name of the project being created
            project_dir: Absolute path to the project directory
            is_import: If True, use import-spec skill instead of create-spec
            codebase_analysis: Formatted codebase analysis for import mode
        """
        self.project_name = project_name
        self.project_dir = project_dir
        self.is_import = is_import
        self.codebase_analysis = codebase_analysis
        self.client = None
        self.messages: list[dict] = []
        self.complete: bool = False
        self.created_at = datetime.now()
        self._conversation_id: Optional[str] = None
        self._client_entered: bool = False

    async def close(self) -> None:
        """Clean up resources and close the Claude client."""
        if self.client and self._client_entered:
            try:
                await self.client.__aexit__(None, None, None)
            except Exception as e:
                logger.warning(f"Error closing Claude client: {e}")
            finally:
                self._client_entered = False
                self.client = None

    async def start(self) -> AsyncGenerator[dict, None]:
        """
        Initialize session and get initial greeting from Claude.

        Yields message chunks as they stream in.
        """
        # Import Claude SDK here to avoid import errors if not installed
        try:
            from claude_code_sdk import ClaudeCodeOptions, ClaudeSDKClient
        except ImportError as e:
            yield {
                "type": "error",
                "content": f"Claude Code SDK not installed. Run: pip install claude-code-sdk\nError: {e}"
            }
            return

        # Load the appropriate skill based on import mode
        if self.is_import:
            skill_path = ROOT_DIR / ".claude" / "commands" / "import-spec.md"
            skill_type = "import"
        else:
            skill_path = ROOT_DIR / ".claude" / "commands" / "create-spec.md"
            skill_type = "create"

        if not skill_path.exists():
            yield {
                "type": "error",
                "content": f"Spec {skill_type} skill not found at {skill_path}"
            }
            return

        try:
            skill_content = skill_path.read_text(encoding="utf-8")
        except UnicodeDecodeError:
            skill_content = skill_path.read_text(encoding="utf-8", errors="replace")

        # Ensure project directory exists
        self.project_dir.mkdir(parents=True, exist_ok=True)

        # Delete app_spec.txt so Claude can create it fresh
        prompts_dir = self.project_dir / "prompts"
        app_spec_path = prompts_dir / "app_spec.txt"
        if app_spec_path.exists():
            app_spec_path.unlink()
            logger.info("Deleted scaffolded app_spec.txt for fresh spec creation")

        # Create security settings file
        security_settings = {
            "sandbox": {"enabled": False},
            "permissions": {
                "defaultMode": "acceptEdits",
                "allow": [
                    "Read(./**)",
                    "Write(./**)",
                    "Edit(./**)",
                    "Glob(./**)",
                ],
            },
        }
        settings_file = self.project_dir / ".claude_settings.json"
        with open(settings_file, "w") as f:
            json.dump(security_settings, f, indent=2)

        # Replace $ARGUMENTS with absolute project path
        project_path = str(self.project_dir.resolve())
        system_prompt = skill_content.replace("$ARGUMENTS", project_path)

        # For import mode, replace $CODEBASE_ANALYSIS with the analysis content
        if self.is_import and self.codebase_analysis:
            system_prompt = system_prompt.replace("$CODEBASE_ANALYSIS", self.codebase_analysis)
        elif self.is_import:
            system_prompt = system_prompt.replace(
                "$CODEBASE_ANALYSIS",
                "*No automated analysis available. Please describe your project.*"
            )

        # Create Claude SDK client
        import sys
        import io

        # Capture stderr for debugging
        stderr_capture = io.StringIO()

        try:
            logger.info(f"Creating Claude SDK client for project: {self.project_dir}")
            logger.info(f"Settings file: {settings_file}")

            self.client = ClaudeSDKClient(
                options=ClaudeCodeOptions(
                    model="claude-sonnet-4-20250514",
                    system_prompt=system_prompt,
                    allowed_tools=[
                        "Read",
                        "Write",
                        "Edit",
                        "Glob",
                    ],
                    permission_mode="acceptEdits",
                    max_turns=100,
                    cwd=str(self.project_dir.resolve()),
                    settings=str(settings_file.resolve()),
                    debug_stderr=stderr_capture,
                )
            )
            logger.info("Client created, entering async context...")
            await self.client.__aenter__()
            self._client_entered = True
            logger.info("Claude SDK client connected successfully")
        except Exception as e:
            stderr_output = stderr_capture.getvalue()
            logger.exception(f"Failed to create Claude client. Stderr: {stderr_output}")
            yield {
                "type": "error",
                "content": f"Failed to initialize Claude: {str(e)}\nDebug output: {stderr_output}"
            }
            return

        # Start the conversation
        try:
            async for chunk in self._query_claude("Begin the spec creation process."):
                yield chunk
            yield {"type": "response_done"}
        except Exception as e:
            logger.exception("Failed to start spec chat")
            yield {
                "type": "error",
                "content": f"Failed to start conversation: {str(e)}"
            }

    async def send_message(
        self,
        user_message: str,
        attachments: list[ImageAttachment] | None = None
    ) -> AsyncGenerator[dict, None]:
        """
        Send user message and stream Claude's response.

        Args:
            user_message: The user's response
            attachments: Optional list of image attachments

        Yields:
            Message chunks of various types
        """
        if not self.client:
            yield {
                "type": "error",
                "content": "Session not initialized. Call start() first."
            }
            return

        # Store the user message
        self.messages.append({
            "role": "user",
            "content": user_message,
            "has_attachments": bool(attachments),
            "timestamp": datetime.now().isoformat()
        })

        try:
            async for chunk in self._query_claude(user_message, attachments):
                yield chunk
            yield {"type": "response_done"}
        except Exception as e:
            logger.exception("Error during Claude query")
            yield {
                "type": "error",
                "content": f"Error: {str(e)}"
            }

    async def _query_claude(
        self,
        message: str,
        attachments: list[ImageAttachment] | None = None
    ) -> AsyncGenerator[dict, None]:
        """
        Internal method to query Claude and stream responses.

        Handles tool calls (Write) and text responses.
        Supports multimodal content with image attachments.
        """
        if not self.client:
            return

        # Build the message content
        if attachments and len(attachments) > 0:
            # Multimodal message
            content_blocks = []
            if message:
                content_blocks.append({"type": "text", "text": message})
            for att in attachments:
                content_blocks.append({
                    "type": "image",
                    "source": {
                        "type": "base64",
                        "media_type": att.mimeType,
                        "data": att.base64Data,
                    }
                })
            await self.client.query(_make_multimodal_message(content_blocks))
            logger.info(f"Sent multimodal message with {len(attachments)} image(s)")
        else:
            await self.client.query(message)

        current_text = ""

        # Track pending writes for BOTH required files
        pending_writes = {
            "app_spec": None,
            "initializer": None,
        }

        files_written = {
            "app_spec": False,
            "initializer": False,
        }

        spec_path = None

        # Stream the response
        async for msg in self.client.receive_response():
            msg_type = type(msg).__name__

            if msg_type == "AssistantMessage" and hasattr(msg, "content"):
                for block in msg.content:
                    block_type = type(block).__name__

                    if block_type == "TextBlock" and hasattr(block, "text"):
                        text = block.text
                        if text:
                            current_text += text
                            yield {"type": "text", "content": text}

                            self.messages.append({
                                "role": "assistant",
                                "content": text,
                                "timestamp": datetime.now().isoformat()
                            })

                    elif block_type == "ToolUseBlock" and hasattr(block, "name"):
                        tool_name = block.name
                        tool_input = getattr(block, "input", {})
                        tool_id = getattr(block, "id", "")

                        if tool_name in ("Write", "Edit"):
                            file_path = tool_input.get("file_path", "")

                            if "app_spec.txt" in str(file_path):
                                pending_writes["app_spec"] = {
                                    "tool_id": tool_id,
                                    "path": file_path
                                }
                                logger.info(f"{tool_name} tool called for app_spec.txt: {file_path}")

                            elif "initializer_prompt.md" in str(file_path):
                                pending_writes["initializer"] = {
                                    "tool_id": tool_id,
                                    "path": file_path
                                }
                                logger.info(f"{tool_name} tool called for initializer_prompt.md: {file_path}")

            elif msg_type == "UserMessage" and hasattr(msg, "content"):
                for block in msg.content:
                    block_type = type(block).__name__
                    if block_type == "ToolResultBlock":
                        is_error = getattr(block, "is_error", False)
                        tool_use_id = getattr(block, "tool_use_id", "")

                        if is_error:
                            content = getattr(block, "content", "Unknown error")
                            logger.warning(f"Tool error: {content}")
                            for key in pending_writes:
                                if pending_writes[key] and tool_use_id == pending_writes[key].get("tool_id"):
                                    logger.error(f"{key} write failed: {content}")
                                    pending_writes[key] = None
                        else:
                            # Check app_spec.txt
                            if pending_writes["app_spec"] and tool_use_id == pending_writes["app_spec"].get("tool_id"):
                                file_path = pending_writes["app_spec"]["path"]
                                full_path = Path(file_path) if Path(file_path).is_absolute() else self.project_dir / file_path
                                if full_path.exists():
                                    logger.info(f"app_spec.txt verified at: {full_path}")
                                    files_written["app_spec"] = True
                                    spec_path = file_path
                                    yield {
                                        "type": "file_written",
                                        "path": str(file_path)
                                    }
                                else:
                                    logger.error(f"app_spec.txt not found after write: {full_path}")
                                pending_writes["app_spec"] = None

                            # Check initializer_prompt.md
                            if pending_writes["initializer"] and tool_use_id == pending_writes["initializer"].get("tool_id"):
                                file_path = pending_writes["initializer"]["path"]
                                full_path = Path(file_path) if Path(file_path).is_absolute() else self.project_dir / file_path
                                if full_path.exists():
                                    logger.info(f"initializer_prompt.md verified at: {full_path}")
                                    files_written["initializer"] = True
                                    yield {
                                        "type": "file_written",
                                        "path": str(file_path)
                                    }
                                else:
                                    logger.error(f"initializer_prompt.md not found after write: {full_path}")
                                pending_writes["initializer"] = None

                            # Check if BOTH files are now written
                            if files_written["app_spec"] and files_written["initializer"]:
                                logger.info("Both app_spec.txt and initializer_prompt.md verified - signaling completion")
                                self.complete = True
                                yield {
                                    "type": "spec_complete",
                                    "path": str(spec_path)
                                }

    def is_complete(self) -> bool:
        """Check if spec creation is complete."""
        return self.complete

    def get_messages(self) -> list[dict]:
        """Get all messages in the conversation."""
        return self.messages.copy()

# Session registry with thread safety
_sessions: dict[str, SpecChatSession] = {}
_sessions_lock = threading.Lock()

def get_session(project_name: str) -> Optional[SpecChatSession]:
    """Get an existing session for a project."""
    with _sessions_lock:
        return _sessions.get(project_name)

async def create_session(
    project_name: str,
    project_dir: Path,
    is_import: bool = False,
    codebase_analysis: Optional[str] = None,
) -> SpecChatSession:
    """Create a new session for a project, closing any existing one."""
    old_session: Optional[SpecChatSession] = None

    with _sessions_lock:
        old_session = _sessions.pop(project_name, None)
        session = SpecChatSession(
            project_name,
            project_dir,
            is_import=is_import,
            codebase_analysis=codebase_analysis,
        )
        _sessions[project_name] = session

    if old_session:
        try:
            await old_session.close()
        except Exception as e:
            logger.warning(f"Error closing old session for {project_name}: {e}")

    return session

async def remove_session(project_name: str) -> None:
    """Remove and close a session."""
    session: Optional[SpecChatSession] = None

    with _sessions_lock:
        session = _sessions.pop(project_name, None)

    if session:
        try:
            await session.close()
        except Exception as e:
            logger.warning(f"Error closing session for {project_name}: {e}")

def list_sessions() -> list[str]:
    """List all active session project names."""
    with _sessions_lock:
        return list(_sessions.keys())

async def cleanup_all_sessions() -> None:
    """Close all active sessions. Called on server shutdown."""
    sessions_to_close: list[SpecChatSession] = []

    with _sessions_lock:
        sessions_to_close = list(_sessions.values())
        _sessions.clear()

    for session in sessions_to_close:
        try:
            await session.close()
        except Exception as e:
            logger.warning(f"Error closing session {session.project_name}: {e}")

+        # Verify Claude CLI is available before attempting to use SDK

+        cli_available, cli_message = check_claude_cli()

+        logger.info(f"Claude CLI check: {cli_message}")

+                "content": f"Claude CLI not available: {cli_message}"


Good, now I should also add a health check endpoint to the spec router so we can quickly verify the CLI status. Let me check the spec router and add a simple diagnostic endpoint.


Let me also add a diagnostic endpoint to the spec router that can quickly check the CLI status: