update

name	update
description	Check for updates and upgrade Ouroboros to the latest version

/ouroboros:update

Check for updates and upgrade Ouroboros (PyPI package + runtime integration).

Usage

ooo update
/ouroboros:update

Trigger keywords: "ooo update", "update ouroboros", "upgrade ouroboros"

Instructions

When the user invokes this skill:

1. Check current version:

   First, try reading the version from the CLI binary (works for all install methods):

   ouroboros --version 2>/dev/null
   

   If that fails, try the plugin version:

   cat .claude-plugin/plugin.json 2>/dev/null | python3 -c "import sys,json; print(json.load(sys.stdin).get('version','unknown'))" 2>/dev/null
   

   If both fail, the package is not installed — skip to step 3.

2. Check latest version on PyPI:

   First, determine if the current installed version is a pre-release (contains a, b, rc, or dev).

   If the current version is a pre-release, scan all PyPI releases to find the latest (including betas):

   python3 -c "
   import json, ssl, urllib.request
   from packaging.version import Version
   ctx = ssl.create_default_context()
   data = json.loads(urllib.request.urlopen('https://pypi.org/pypi/ouroboros-ai/json', timeout=5, context=ctx).read())
   versions = [Version(v) for v in data.get('releases', {}) if data['releases'][v]]
   print(str(max(versions)) if versions else data['info']['version'])
   "
   

   If the current version is stable, use the standard latest:

   python3 -c "
   import json, ssl, urllib.request
   ctx = ssl.create_default_context()
   data = json.loads(urllib.request.urlopen('https://pypi.org/pypi/ouroboros-ai/json', timeout=5, context=ctx).read())
   print(data['info']['version'])
   "
   

3. Compare and report:

   If already on the latest version:

   Ouroboros is up to date (v0.X.Y)
   

   If a newer version is available, show:

   Update available: v0.X.Y → v0.X.Z
   
   Changes: https://github.com/Q00/ouroboros/releases/tag/v0.X.Z
   

   Then ask the user with AskUserQuestion:

   • "Update now" — Proceed with update
   • "Skip" — Do nothing

4. Run update (if user chose to update):

   a. Update PyPI package — detect the original install method and preserve [mcp,claude] extras:

   Check which installer was used:

   uv tool list 2>/dev/null | grep -q ouroboros && echo "uv"
   pipx list 2>/dev/null | grep -q ouroboros && echo "pipx"
   

   This skill runs inside Claude Code, so always use ouroboros-ai[mcp,claude] (includes mcp for the MCP server plus claude-agent-sdk and anthropic required for MCP tools).

   • If installed via uv tool (most common with install.sh):

     # For pre-release targets:
     uv tool install --upgrade --prerelease=allow 'ouroboros-ai[mcp,claude]'
     # For stable targets:
     uv tool install --upgrade 'ouroboros-ai[mcp,claude]'
     

   • If installed via pipx:

     pipx upgrade cannot add extras to an existing venv — use install --force to reinstall with extras.

     # For pre-release targets:
     pipx install --force --pip-args='--pre' 'ouroboros-ai[mcp,claude]'
     # For stable targets:
     pipx install --force 'ouroboros-ai[mcp,claude]'
     

   • If installed via pip (fallback):

     # For pre-release targets:
     python3 -m pip install --upgrade --pre 'ouroboros-ai[mcp,claude]'
     # For stable targets:
     python3 -m pip install --upgrade 'ouroboros-ai[mcp,claude]'
     

   Note: The [mcp,claude] extras are critical. Omitting [mcp] makes the MCP server fail to boot (ImportError at startup); omitting [claude] causes MCP tools to fail silently at call time.

   b. Update runtime integration:

   For Claude Code:

   claude plugin marketplace update ouroboros 2>/dev/null || true
   claude plugin install ouroboros@ouroboros
   

   For Codex CLI (re-install skills/rules to ~/.codex/):

   ouroboros setup --runtime codex --non-interactive
   

   c. Refresh MCP server config (fixes stale args from older versions):

   Run the same setup command used in step b to ensure MCP config is current:

   For Claude Code:

   ouroboros setup --runtime claude --non-interactive
   

   For Codex CLI (already handled by step b above — skip this step).

   This ensures ~/.claude/mcp.json has the latest MCP command and args (e.g., ouroboros-ai[mcp,claude] extras). Skips if already up to date.

   d. Verify and update CLAUDE.md version marker:

   NEW_VERSION=$(ouroboros --version 2>/dev/null | grep -oE '[0-9]+\.[0-9]+\.[0-9]+[a-z0-9.]*')
   echo "Installed: v$NEW_VERSION"
   
   if [ -n "$NEW_VERSION" ] && grep -q "ooo:VERSION" CLAUDE.md 2>/dev/null; then
     OLD_VERSION=$(grep "ooo:VERSION" CLAUDE.md | sed 's/.*ooo:VERSION:\(.*\) -->/\1/' | tr -d ' ')
     if [ "$OLD_VERSION" != "$NEW_VERSION" ]; then
       sed -i.bak "s/<!-- ooo:VERSION:.*-->/<!-- ooo:VERSION:$NEW_VERSION -->/" CLAUDE.md && rm -f CLAUDE.md.bak
       echo "CLAUDE.md version marker updated: v$OLD_VERSION → v$NEW_VERSION"
     else
       echo "CLAUDE.md version marker already up to date (v$NEW_VERSION)"
     fi
   fi
   

   Note: This only updates the version marker. If the block content itself changed between versions, the user should run ooo setup to regenerate it.

5. Post-update guidance:

   Updated to v0.X.Z
   
   Restart your Claude Code session to apply the update.
   (Close this session and start a new one with `claude`)
   
   If CLAUDE.md block content changed, regenerate it:
     ooo setup
   
   Run `ooo help` to see what's new.
   

Notes

• The update check uses PyPI as the source of truth for the latest version.
• Plugin update (Claude Code) pulls the latest from the marketplace.
• No data is lost during updates — event stores and session data are preserved.
• Always use the same installer that was used for the original installation (uv tool > pipx > pip).