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chat2skill

Extracting and iterating skills from daily conversations with AI

Stars
1
Language
Python
Created
Jun 10, 2026
Updated
Aug 13, 2026
Skills
GitHub repo

Introduction

Chat2Skill

Automatically learn reusable skills and project memory from your assistant conversations.

After each session, Chat2Skill analyzes the conversation for corrections, preferences, constraints, and project facts, distills them into local memory and SKILL.md files, and injects the relevant ones into your future sessions. It is domain-general: coding workflows are the first-class integration target, while the same mechanism works for support, research, writing, operations, sales, education, and other assistant domains that produce usable transcripts.

Works best with Claude Code, Codex, and Cursor. Other agents can use Chat2Skill when they support lifecycle hooks or can run the included CLI scripts.

What the Algorithm Produces

Chat2Skill extracts reusable project context in two stores:

  • Atomized skills: focused SKILL.md files for one interaction preference, procedure, constraint, success pattern, or failure pattern.
  • Project memory: project facts, decisions, procedures, and warnings stored in the local SQLite database and retrieved dynamically.
  • Project skill: a synthesized PROJECT_SKILL.md that merges active atomized skills into a compact project-level instruction file for human review and response-guard policy.

A skill is not meant to remember one transcript. It captures a generalizable behavior that would change future assistant behavior across similar situations.

Core Concepts

ConceptMeaning
ConversationRecent assistant/user messages for one session. Long sessions are trimmed to the latest analysis window.
SignalEvidence that something should be learned: correction, explicit constraint, negative feedback, or stable behavioral preference.
AnalysisA structured diagnosis of what went wrong or what worked, including failure type, root cause, confidence, and proposed action.
ProposalThe create/edit/discard decision for a skill candidate.
Memory itemEvidence extracted before materializing a skill, such as failure cause, failure memory, success, or constraint.
SkillA validated, actionable SKILL.md with metadata such as confidence, evidence count, language, replay score, and status.
Response guardOptional frontmatter policy for hard wording constraints, such as evidence-based deterministic wording.

Learning Loop

+---------------------------------------------------------+
| 1. Retrieve relevant project memory and active skills    |
+---------------------------+-----------------------------+
                            |
                            v
+---------------------------------------------------------+
| 2. Inject retrieved project memory + skills into prompt  |
+---------------------------+-----------------------------+
                            |
                            v
+---------------------------------------------------------+
| 3. Assistant works; user accepts, corrects, or constrains |
+---------------------------+-----------------------------+
                            |
                            v
+---------------------------------------------------------+
| 4. Extract learning signals at session end               |
+---------------------------+-----------------------------+
                            |
                            v
+---------------------------------------------------------+
| 5. Create / edit / discard atomized skill candidates     |
+---------------------------+-----------------------------+
                            |
                            v
+---------------------------------------------------------+
| 6. Validate, replay, merge, and store active skills      |
+---------------------------+-----------------------------+
                            |
                            v
+---------------------------------------------------------+
| 7. Rebuild PROJECT_SKILL.md and update local profile     |
+---------------------------+-----------------------------+
                            |
                            +------------- back to step 1

The algorithm is a feedback loop, not a one-shot workflow. Each completed session can change project memory and the skill bank; the next session retrieves from those updated local stores; later user feedback reinforces, edits, rejects, or ages out earlier context.

There is still a single extraction pass inside the loop. That pass is:

recent conversation + existing skills + profile
  -> detect signals
  -> analyze root cause
  -> propose create/edit/discard
  -> generate SKILL.md
  -> quality gate
  -> judge
  -> optional replay
  -> active/rejected/no-action result

The LLM path uses Proposer, Generator, and Judge style stages. When no LLM is available, the loop still runs with keyword detection and template-based generation.

Loop Layers

Chat2Skill has three nested loops:

  1. Session learning loop: retrieve skills before work, observe user feedback during work, extract or update skills after work, then use the updated skill bank next time.
  2. Candidate refinement loop: if the judge rejects a generated skill, feed the judge weakness back into generation and retry up to two times.
  3. Maintenance loop: score active skills by utilization, replay effectiveness, recency, and overlap; merge near-duplicates and archive old weak skills instead of letting the prompt grow forever.

How it works

your machine                                Chat2Skill cloud
─────────────────────────────────────       ─────────────────────────
Stop hook ──► response guard ──► continue on violation
     │
     └────► queue ──► worker ─────────────► POST /v1/extract
                          │                 (stateless algorithm,
   ~/.chat2skill/ ◄───────┘                  your own LLM credential)
   skills + profile + history     ◄──────── skill + profile + replay
                                            POST /v1/project-skill
UserPromptSubmit hook ◄── local retrieval   (project skill + detailed skills)
  • Your data stays local. Skills, profile, and history live in ~/.chat2skill/ (SQLite + markdown files). The cloud runs the extraction algorithm statelessly and stores nothing.
  • Bring your own credential. Extraction LLM calls support an API key or a short-lived OAuth bearer token acquired by the host. The credential is sent with each request, used in memory, never persisted or logged server-side. Without a usable credential, the server falls back to lower-quality heuristics.
  • Response guard. When a project skill contains a high-confidence deterministic wording constraint, the Stop hook checks the final assistant message locally. The learned rule is evidence-based: verified facts must use definitive wording; evidence gaps must name the missing source material, data, record, document, log, test, command output, or code and the next validation step. The guard only reads explicit response_guard frontmatter, never prose examples or code identifiers. The default guard mode is strict: every violation is continued for correction. Set CHAT2SKILL_RESPONSE_GUARD=false to disable the guard.
  • Cost. A typical extraction makes ~4 LLM calls on your key (detect, analyze, generate, judge); replay validation against your history adds up to 5 more. Conversations are windowed (last ~40 messages) so long sessions stay cheap. Extraction only triggers when a correction/constraint signal is detected, not on every session.

Install

1. Install the plugin

Normal users should install Chat2Skill from their agent's plugin marketplace. Do not clone this repository just to run scripts/chat2skill_init.py.

Codex:

codex plugin marketplace add rxacc/chat2skill
codex

Then open /plugins, select the chat2skill marketplace, and install chat2skill.

Claude Code:

claude plugin marketplace add https://github.com/rxacc/chat2skill
claude plugin install chat2skill@chat2skill

Cursor:

Open Settings -> Plugins, paste this repository URL, and install the Chat2Skill plugin.

Chat2Skill hooks run Python code, so the machine running the agent must have Python 3 available as python3, python, or py -3. If Python is missing, the plugin cannot initialize local storage or run retrieval/learning.

After the plugin is installed and trusted, the first hook run initializes the local data directory:

  • macOS/Linux: ~/.chat2skill/
  • Windows: %USERPROFILE%\.chat2skill\

The initialization creates the config file, SQLite database, and skills directory:

  • config.json
  • c2s.db
  • skills/

2. Configure local settings

Edit the config file created under the local data directory. Chat2Skill calls the stateless learn API for extraction and stores returned project memory, conversations, skills, and profiles in ~/.chat2skill/c2s.db. Prompt retrieval runs locally from that database and always injects retrieved project memory plus relevant skills. Rendered skill files stay under ~/.chat2skill/skills/.

If you are developing from a source checkout or using the CLI scripts manually, you can initialize the same local data directory yourself:

python3 scripts/chat2skill_init.py

From a source checkout on Windows:

python .\scripts\chat2skill_init.py

From a source checkout, manual setup is equivalent:

mkdir -p ~/.chat2skill
cp config.example.json ~/.chat2skill/config.json
# edit ~/.chat2skill/config.json: set api_url and an llm credential

Without a source checkout, create the same config file yourself using one of the JSON examples below.

For OpenAI-compatible models, write ~/.chat2skill/config.json like this:

{
  "api_url": "https://api.chat2skill.com",
  "user_id": "alice",
  "memory": {
    "target_model": "generic",
    "token_budget": 4000,
    "memory_ratio": 0.6,
    "skill_top_k": 6,
    "prompt_memory_top_k": 12,
    "prompt_memory_min_score": 0.3,
    "prompt_skill_min_score": 0.2,
    "learn_memory_top_k": 40,
    "learn_skill_top_k": 20
  },
  "llm": {
    "api_key": "your-openai-compatible-api-key",
    "provider": "openai",
    "base_url": null,
    "model": "gpt-4.1"
  },
  "embedding": {
    "provider": "local_transformers",
    "model": "Snowflake/snowflake-arctic-embed-xs",
    "dimensions": 384
  }
}

For DeepSeek, write ~/.chat2skill/config.json like this:

{
  "api_url": "https://api.chat2skill.com",
  "user_id": "alice",
  "memory": {
    "target_model": "generic",
    "token_budget": 4000,
    "memory_ratio": 0.6,
    "skill_top_k": 6,
    "prompt_memory_top_k": 12,
    "learn_memory_top_k": 40,
    "learn_skill_top_k": 20
  },
  "llm": {
    "api_key": "your-deepseek-api-key",
    "provider": "openai",
    "base_url": "https://api.deepseek.com",
    "model": "deepseek-chat"
  },
  "embedding": {
    "provider": "local_transformers",
    "model": "Snowflake/snowflake-arctic-embed-xs",
    "dimensions": 384
  }
}

For Anthropic, use the native provider adapter rather than Anthropic's OpenAI compatibility layer:

{
  "api_url": "https://api.chat2skill.com",
  "user_id": "alice",
  "llm": {
    "api_key": "your-anthropic-api-key",
    "provider": "anthropic",
    "base_url": "https://api.anthropic.com/v1/",
    "model": "claude-sonnet-5"
  },
  "embedding": {
    "provider": "local_transformers",
    "model": "Snowflake/snowflake-arctic-embed-xs",
    "dimensions": 384
  }
}

The server also infers anthropic from an api.anthropic.com base URL for older configs that do not yet contain llm.provider.

For an OAuth-enabled LLM, put the actual access token in llm.access_token:

{
  "llm": {
    "access_token": "paste-your-oauth-token-here",
    "provider": "anthropic",
    "base_url": "https://api.anthropic.com/v1/",
    "model": "claude-sonnet-5"
  }
}

The inline value is checked before the environment variable and token file, so no environment variable is required. auth_type: "oauth" is still accepted explicitly. access_token_env and llm.access_token_file remain compatibility fallbacks; the file is read for each hook invocation so a host-managed token refresh is picked up. Chat2Skill does not implement provider-specific browser login or store refresh tokens.

Claude Code's correct OAuth command is claude setup-token. It walks through OAuth authorization and prints a one-year CLAUDE_CODE_OAUTH_TOKEN; it does not save the token. However, Chat2Skill's default architecture sends llm.access_token to the remote api_url, so a Claude subscription token must not be pasted into this config for remote extraction. Anthropic documents these tokens for Claude Code and native Anthropic applications, and prohibits third-party services from routing Claude subscription credentials on behalf of users. Use an Anthropic Console API key or an approved workload identity for remote Chat2Skill extraction. A local Claude Code/Agent SDK adapter is required to keep the subscription token on the host.

See the Claude Code authentication guide for claude setup-token and the credential-use policy.

For OpenAI/Codex, the provider login is:

# Browser OAuth flow.
codex login

# Headless/device-code OAuth flow.
codex login --device-auth

# Verify the active mode.
codex login status

Codex stores and refreshes its ChatGPT credentials locally in ~/.codex/auth.json. Do not copy that file or its token into Chat2Skill's remote llm.access_token field. ChatGPT-managed Codex OAuth is for Codex account usage, while the OpenAI Platform API path used by the remote extractor uses an OpenAI API key. A local Codex adapter is required to use the former without forwarding the credential to api.chat2skill.com.

For a remote OpenAI-compatible embedding endpoint, replace the embedding block with:

{
  "embedding": {
    "api_key": "your-embedding-api-key",
    "base_url": "http://127.0.0.1:8080/v1",
    "model": "BAAI/bge-large-en-v1.5"
  }
}

These are the equivalent environment variables. You only need environment variables if you prefer shell config or need to override the JSON file.

Local Admin UI

Chat2Skill includes a local-only management page for reviewing and managing stored project memory and skills. This section is for source checkout or manual CLI users; ordinary plugin installation does not require running this server.

From a source checkout on macOS, Linux, or WSL:

python3 scripts/chat2skill_admin.py

From a source checkout on Windows PowerShell:

python .\scripts\chat2skill_admin.py

From an installed Codex plugin, every system must first enter the installed plugin directory. The path includes the marketplace name, plugin name, and version.

macOS, Linux, or WSL installed plugin:

cd ~/.codex/plugins/cache/chat2skill/chat2skill/<version>
python3 scripts/chat2skill_admin.py

Windows PowerShell installed plugin:

cd "$env:USERPROFILE\.codex\plugins\cache\chat2skill\chat2skill\<version>"
python .\scripts\chat2skill_admin.py

The command initializes .chat2skill if needed, prints a one-time URL such as http://127.0.0.1:8765/?token=..., and opens it in your browser by default. If the browser does not open, copy the printed URL exactly; the token is required.

Useful options:

python3 scripts/chat2skill_admin.py --port 8766
python3 scripts/chat2skill_admin.py --no-open

The admin server binds to 127.0.0.1 by default and reads/writes only the local ~/.chat2skill/c2s.db database. It can:

  • list Chat2Skill projects discovered from the local database
  • view and rebuild the project-level PROJECT_SKILL.md
  • search, edit, archive, activate, and delete atomized skills
  • search, edit, archive, activate, and delete project memories
  • inspect the source skill snapshot used for the current project skill version

For frontend development, run the Vite shell separately:

cd admin/frontend
npm install
npm run dev

Keep the Python admin server running on 127.0.0.1:8765 while using the Vite dev server; Vite proxies /api requests to the Python backend.

Environment variableJSON keyDefaultDescription
CHAT2SKILL_API_URLapi_urlhttps://api.chat2skill.comChat2Skill API endpoint used for stateless learn/extract calls.
CHAT2SKILL_MEMORY_TARGET_MODELmemory.target_modelgenericReserved renderer target for API-compatible payloads.
CHAT2SKILL_MEMORY_TOKEN_BUDGETmemory.token_budget4000Total prompt-injection token budget for memory plus skills.
CHAT2SKILL_MEMORY_MEMORY_RATIOmemory.memory_ratio0.6Fraction of retrieval budget initially allocated to memory.
CHAT2SKILL_MEMORY_SKILL_TOP_Kmemory.skill_top_k6Maximum detailed skills injected by local prompt retrieval.
OPENAI_API_KEYllm.api_keyunsetYour OpenAI-compatible LLM API key.
OPENAI_BASE_URLllm.base_urlnullOptional OpenAI-compatible base URL. Use null for OpenAI; use https://api.deepseek.com for DeepSeek.
CHAT2SKILL_LLM_AUTH_TYPEllm.auth_typeapi_keySet to oauth to send an OAuth bearer token instead of an API key.
CHAT2SKILL_LLM_ACCESS_TOKENllm.access_tokenunsetOptional OAuth bearer-token fallback. An inline llm.access_token is checked first.
CHAT2SKILL_LLM_ACCESS_TOKEN_FILEllm.access_token_fileunsetHost-managed JSON or text file containing the current OAuth access token.
CHAT2SKILL_LLM_ACCESS_TOKEN_FIELDllm.access_token_fieldaccess_tokenDot-separated JSON field used when reading CHAT2SKILL_LLM_ACCESS_TOKEN_FILE.
CHAT2SKILL_LLM_PROVIDERllm.providerinferredChat provider. Supported values are openai and anthropic.
CHAT2SKILL_MODELllm.modelgpt-4.1Model used for detect/analyze/generate/judge calls.
CHAT2SKILL_USER_IDuser_idsystem usernameBase namespace for local skills and profile data. Project-specific skills use <user>__project__<slug>.
CHAT2SKILL_RESPONSE_GUARDunsetstrictStop response guard mode. true enables strict blocking; false disables it. Advanced modes are adaptive, block-once, warn-only, and off. Structured response_guard.mode: evidence_based_terms allows explicit evidence-gap disclosure while still blocking unsupported hedging.

Agent notes: Claude Code

For local development, load the plugin for one session:

claude --plugin-dir ~/plugins/chat2skill

Claude Code installs hooks from the root hooks/hooks.json entrypoint. The host-specific copy is also kept at hooks/claude-hooks.json, and ${CLAUDE_PLUGIN_ROOT} resolves to the installed plugin directory — no path setup needed.

Agent notes: Codex

Codex installs hooks from the root hooks/hooks.json entrypoint. The host-specific copy is also kept at hooks/codex-hooks.json. Codex installs register the configurable blocking Stop response guard. The hook entrypoints initialize the local data home on first hook run:

  • macOS/Linux: ~/.chat2skill/
  • Windows: %USERPROFILE%\.chat2skill\

For local development or manual hook generation:

git clone https://github.com/rxacc/chat2skill.git ~/plugins/chat2skill
cd ~/plugins/chat2skill && ./install.sh

install.sh refreshes known local plugin cache directories with agent-specific hook files and creates the config file if missing.

Agent notes: Cursor

Cursor supports native plugins with .cursor-plugin/plugin.json.

In Cursor:

  1. Open Settings -> Plugins.
  2. Paste this repository URL into Search or Paste Link:
https://github.com/rxacc/chat2skill

The Cursor plugin uses:

  • .cursor-plugin/hooks.json for Cursor-format hooks.
  • ${CURSOR_PLUGIN_ROOT} for installed plugin paths.
  • .cursor/rules/chat2skill.mdc as an always-on project rule.
  • sessionStart to provide the current project skill when Cursor accepts hook context.
  • stop to learn from the newest Cursor agent transcript under ~/.cursor/projects/*/agent-transcripts/.

Important Cursor limitation: Cursor plugins do support hooks and skills, but Cursor's beforeSubmitPrompt hook currently cannot inject dynamic per-prompt context into the model. For prompt-specific retrieval in Cursor, use the chat2skill skill. From a source checkout, you can also run:

python3 scripts/retrieve_for_prompt.py "your current task"

Agent notes: OpenCode

Run OpenCode from a checkout of this repository. opencode.json loads .opencode/plugins/chat2skill.mjs, which calls the same retrieval CLI and adds relevant snippets to the system prompt.

{ "plugin": ["./.opencode/plugins/chat2skill.mjs"] }

Agent notes: DeepSeek Harness

The repository root is also a DeepSeek Harness bundle. Add it to the profile you run:

dsh plugin --profile headless add /Users/sac/Desktop/Dev/Chat2Skill
dsh --profile headless

The adapter uses Harness agent/pre-step for retrieval and agent/turn-stopping for the shared response guard and learning. It invokes the existing local Python runtime, so the algorithm project and its API do not need a change for this integration. See adapters/deepseek-harness/README.md for environment overrides.

Agent notes: Other agents

For manual integrations from a source checkout, point hook-capable agents at:

  • prompt-submit: python3 <plugin-root>/scripts/hook_user_prompt_submit.py
  • session-end learning: python3 <plugin-root>/scripts/hook_stop.py
  • session-end response guard: python3 <plugin-root>/scripts/hook_stop_response_guard.py

No hooks? From a source checkout, use the CLIs:

# after a session: learn from the newest transcript
python3 scripts/update_from_transcript.py --latest

# before a task: print a prompt snippet with relevant skills
python3 scripts/retrieve_for_prompt.py "refactor the auth module"

For agents that only support repository instructions, copy or keep the matching adapter file:

  • Cursor: .cursor/rules/chat2skill.mdc
  • Windsurf/Cascade: .windsurf/rules/chat2skill.md
  • Cline: .clinerules/chat2skill.md
  • GitHub Copilot: .github/copilot-instructions.md
  • Kiro: .kiro/steering/chat2skill.md
  • Generic agents/Aider: AGENTS.md

Agent Support

Chat2Skill needs two capabilities for the full automatic loop:

  • Learn after a session: a stop/session-end hook that can run scripts/hook_stop.py.
  • Retrieve before work: a prompt/session-start hook or skill workflow that can inject or load the output of scripts/retrieve_for_prompt.py.
  • Enforce hard wording rules: a stop/session-end hook with access to the final assistant message that can run scripts/hook_stop_response_guard.py. The default strict mode continues every violation for correction; CHAT2SKILL_RESPONSE_GUARD=false disables it. Evidence-based rules distinguish verified conclusions from missing-evidence disclosures.

The repository currently ships native final-response guard registration for Claude Code, Codex, Cursor, and DeepSeek Harness. The other adapters below are partial: a rule, retrieval plugin, or manual CLI path does not provide final-response interception by itself.

AgentCurrent supportNotes
Claude CodeNative plugin marketplaceFull automatic support through .claude-plugin/marketplace.json, root hooks/hooks.json, hooks/claude-hooks.json, the chat2skill skill, UserPromptSubmit, Stop learning, and Stop response guard.
CodexNative plugin/local installerAutomatic retrieval, Stop learning, and configurable Stop response guarding through .codex-plugin/plugin.json, root hooks/hooks.json, hooks/codex-hooks.json, and local cache refresh through install.sh.
DeepSeek HarnessNative Cordis bundleAdd the Chat2Skill repository root with dsh plugin --profile <name> add <path>. The adapter uses agent/pre-step for retrieval, agent/turn-stopping for the shared guard and learning, and the current Chat2Skill algorithm API without algorithm-project changes.
CursorNative plugin + project ruleSupported through .cursor-plugin/plugin.json, .cursor-plugin/hooks.json, .cursor/rules/chat2skill.mdc, and the chat2skill skill. Stop learning works from Cursor transcripts, and the response guard runs when Cursor provides final response text. Dynamic per-prompt context injection is limited by Cursor's current beforeSubmitPrompt hook behavior.
OpenCodeServer plugin + commandopencode.json loads .opencode/plugins/chat2skill.mjs, which calls retrieve_for_prompt.py and appends relevant snippets to the system prompt. No final-response guard is registered.
GitHub CopilotRepository instructions.github/copilot-instructions.md provides the CLI workflow. No final-response guard is registered.
Kimi Code CLISkills/manual hooksThe project ships no native Kimi hook manifest. Manual hook configuration can call the shared scripts.
Windsurf / CascadeProject rule.windsurf/rules/chat2skill.md provides instructions only. No final-response guard is registered.
KiroSteering rule.kiro/steering/chat2skill.md provides instructions only. No final-response guard is registered.
ClineProject rule.clinerules/chat2skill.md provides instructions only. No final-response guard is registered.
Aider / generic agentsAGENTS.mdAGENTS.md gives portable instructions for agents that read repository guidance.
Gemini CLIManual integrationA dedicated extension manifest and final-response guard registration are not included.
Google AntigravityManual integrationA dedicated plugin manifest and final-response guard registration are not included.
ContinueManual/partialRules, prompts, and MCP are useful, but no verified lifecycle hook path for the full Chat2Skill loop is included.
Roo CodeManual/legacyUse the CLI scripts only unless your local fork exposes compatible hooks.

See docs/agent-portability.md for the full adapter map.

Requirements

  • Python 3.10+ (standard library only — no pip installs)
  • Node.js + npm for optional local embeddings through Snowflake/snowflake-arctic-embed-xs
  • A Chat2Skill API endpoint (api_url in config)
  • Optional: an API key or OAuth bearer token for high-quality extraction

Data layout

~/.chat2skill/
├── config.json                  # endpoint + your LLM credentials
├── c2s.db                       # conversations, skills, project_skills, profile, project memory
├── skills/<user>/<name>/SKILL.md
├── skills/<user>/PROJECT_SKILL.md   # human-readable project skill and response-guard input
└── hook-events.log

Skills are namespaced per project (<user>__project__<slug>), so what you learn in one repo doesn't leak into another.

Privacy

  • Stop-hook transcripts are sent to the Chat2Skill API for stateless analysis, processed in memory, and not persisted server-side. Server logs contain metadata only (session id, error type) — never message content or API keys or OAuth access tokens.
  • Prompt retrieval does not call the cloud API. It loads top-K project memory and skills from local ~/.chat2skill/c2s.db, applies the configured budget, and injects the compact result into the prompt.
  • Agent system prompts, environment banners, and tool noise are stripped locally before upload (see scripts/chat2skill/transcripts.py).
  • To stop all uploads, remove the Stop hook or unset api_url.

License

MIT