Imported from akillness/jeo-skills (.agent-skills/openexecutive/SKILL.md). Install upstream with npx skills add akillness/jeo-skills --skill openexecutive. Copyright stays with the author.

Open Executive self-hosted virtual executive team

Open Executive is a self-hosted application, not a library, CLI package, or MCP server you install into another project. You clone it, configure providers, and run two services:

user message -> Executive orchestrator -> parallel specialist calls
             -> ChromaDB retrieval -> one synthesized executive answer

Eight specialists sit behind one voice: CSO, CFO, CHRO, General Counsel, COO, CMO, CPO, and Board Communications. The internal agent structure is deliberately never exposed to end users.

This skill tracks upstream commit 3a48f77a35e6980335553b9bdd02724e00f6f239 (2026-08-27) on main. The repository has no Git tags or GitHub releases even though CHANGELOG.md documents 0.1.0, so pin a commit rather than a tag.

When to use this skill

• Decide whether Open Executive fits a request, and pick local, Docker, or Fly.io
• Preflight Python 3.11+, uv, Node 22+, and provider configuration before a first run
• Choose between Anthropic, OpenRouter, and local Ollama, LM Studio, or vLLM models
• Control paid spend, including the web-search default that contradicts .env.example
• Preserve Anthropic prompt caching while changing prompts or tools
• Connect Slack, Discord, Telegram, Google Chat, or Gmail without unwanted outbound messages
• Load or unload demo fixtures without triggering the irreversible factory reset
• Operate the single-instance scheduler, episodic memory, and Fly.io deploys
• Add a specialist agent or workflow with the tests, evals, and docs upstream requires
• Debug 401 test failures, a stale make eval path, or first-boot slowness

Do not use this skill for:

• Generic multi-agent framework selection: use microsoft-agent-framework, openai-agents-python, or goalflow
• Provider-neutral LLM gateway routing: use amrouter
• LLM tracing and offline eval platforms: use langsmith or opik
• Generic FastAPI, Next.js, or ChromaDB questions unrelated to this codebase
• Business strategy advice itself; this skill operates the tool, it is not the advisor
• Fly.io-independent deployment strategy: use deployment-automation

Instructions

Step 0: Enforce the safety contract

1. Treat every turn as billable. Each message can fan out to several specialists, claude-opus-4-7 runs deep reasoning for CSO, CFO, GC, and Board, and a background claude-haiku-4-5 pass extracts episodic memory after every response. Confirm before running paid traffic on someone's key.
2. Verify the web-search posture explicitly. config.py defaults enable_web_search to True while .env.example claims it is off. Each search is billed and the cost scales with specialist fan-out. Never assume it is off because the sample env file says so.
3. Integrations send real messages. Slack, Discord, Telegram, Google Chat, and Gmail deliver to real people. The outbound guard is anti-spam only, it fails open on internal errors, and it is not an approval gate. Get explicit approval before enabling a channel or triggering a proactive send.
4. Never run the destructive fixture and cleanup operations casually. POST /fixtures/reset is an irreversible factory reset of live state and the snapshot. make stop kills any process on ports 8000 and 3000. make clean deletes the virtualenv, node_modules, and .next.
5. Keep company data out of Git. packages/core/company/ and .env are gitignored on purpose. Never commit a profile, uploaded document, database, or key.
6. Never print secret or personal values. Report provider keys, tokens, and recipient addresses as set or unset only.
7. Respect the single-instance rule. The scheduler claims jobs with UPDATE ... RETURNING; a second API machine double-fires scheduled actions.

Run the read-only helpers before touching a real deployment:

bash .agent-skills/openexecutive/scripts/openexecutive.sh doctor /path/to/OpenExecutive
python3 .agent-skills/openexecutive/scripts/audit-config.py /path/to/OpenExecutive/.env

Step 1: Pick exactly one operating mode

Do not blend provider setup, paid runs, integration enablement, and deployment into one unreviewable shell block.

Step 2: Preflight the host and repository

bash .agent-skills/openexecutive/scripts/openexecutive.sh doctor /path/to/OpenExecutive

The helper checks Python 3.11+, uv, Node 22+, npm, Docker, flyctl, Git, and Make, detects a checkout, and reports provider and integration variables as set or unset without printing values. It installs nothing and starts nothing.

Missing pieces are lane facts, not blockers for every lane. Docker replaces uv and Node; flyctl only matters for a Fly deployment.

Step 3: Configure a provider before the first run

The app refuses to start with no provider. Pick one path:

• Anthropic: set ANTHROPIC_API_KEY, keep the default model trio.
• OpenRouter: set OPENROUTER_ENABLED=true and OPENROUTER_API_KEY to bill through OpenRouter and unlock non-Anthropic models per agent.
• Local: set LOCAL_MODELS_ENABLED=true, LOCAL_BASE_URL including the version path, and LOCAL_MODELS, then point DEFAULT_MODEL, DEEP_REASONING_MODEL, and ROUTING_MODEL at local slugs to run with no Anthropic key. Server-side web search has no local equivalent.

Audit the resulting file before any run:

python3 .agent-skills/openexecutive/scripts/audit-config.py /path/to/OpenExecutive/.env

It reports provider coverage, the effective web-search posture, outbound-guard posture, and access-control gaps. Only an allowlist of non-sensitive settings, such as feature flags and model names, is echoed; credentials, hostnames, and email addresses are shown as present or absent. Details are in references/setup-and-providers.md.

Step 4: Run it locally

cp .env.example .env      # then edit; .env is gitignored
make dev                  # API on 8000, UI on 3000

The first run pulls heavy ML dependencies and downloads a roughly 90 MB embedding model, so it takes minutes before the UI is usable. Docker Compose is the alternative. Use make stop only when you accept that it kills every process on ports 8000 and 3000, including unrelated dev servers.

Complete onboarding in the UI to build the company profile, or use the CLI:

openexecutive onboard
openexecutive chat
openexecutive ask "How should we price the new tier?"

Step 5: Control cost and preserve prompt caching

Prompt caching is load-bearing; upstream states that breaking it multiplies cost roughly tenfold. When editing prompts or tools:

• keep tool definitions sorted by name;
• keep the Executive persona a constant, never an f-string;
• keep dynamic content out of any block carrying cache_control;
• inject retrieval context into the user turn, not the cached system prompt.

Cap search spend with ENABLE_WEB_SEARCH=false or a low WEB_SEARCH_MAX_USES, and leave XCRAWL_ENABLED off unless the user asked for it.

Step 6: Treat integrations and outbound sends as external actions

Enable a channel only when the user asks. Before enabling, confirm the roster model: Email, Telegram, and Discord access is driven by non-archived Person rows, and the deployed UI is gated by Google sign-in plus ALLOWED_EMAILS.

Keep the anti-spam knobs conservative and remember they are best-effort suppression, not authorization. references/operations-and-safety.md lists the send chokepoint, guard behavior, and the questions to answer before turning on Gmail, Slack, Discord, Telegram, or Google Chat.

Step 7: Classify every operation by risk before running it

• Read-only: health, listing fixtures, reading status, viewing audit rows.
• Stateful but recoverable: loading a fixture, snapshotting, uploading a document, running a chat turn that spends money.
• Destructive: POST /fixtures/reset, POST /fixtures/unload, DELETE /fixtures/{name}, openexecutive consolidate-initiatives --apply, make clean, make stop, and any flyctl secrets change that restarts a live app.

Preview merges before applying them, since --apply deletes rows and takes an immediate SQLite write lock:

openexecutive consolidate-initiatives            # dry run
openexecutive consolidate-initiatives --apply    # only after review

Pause the API before a large consolidation. Never scale the API beyond one machine.

Step 8: Contribute with the checks upstream actually enforces

Run unit tests with the shared secret unset, because a leftover value makes the full-app tests return 401 instead of their expected status:

env -u BACKEND_SHARED_SECRET uv run pytest tests/unit/ -v
uv run ruff check openexecutive/ && uv run mypy openexecutive/

make eval passes a scenarios path that does not exist in the repository. The runner's own default is also relative to the current directory and only resolves from evals/, so pass an explicit scenario path instead. Adding an agent requires prompts, registry and tool-enum updates, knowledge, evals, and architecture-doc updates in the same pull request. See references/contributing-and-evals.md.

Examples

Example 1: Check readiness without installing anything

bash .agent-skills/openexecutive/scripts/openexecutive.sh doctor ~/src/OpenExecutive

Resolve only the lane you need, then configure exactly one provider.

Example 2: Find the real spend posture of an existing config

python3 .agent-skills/openexecutive/scripts/audit-config.py ~/src/OpenExecutive/.env --json

Treat an unset ENABLE_WEB_SEARCH as billable searches enabled, because the code default is on.

Example 3: Preview an initiative merge before deleting rows

openexecutive consolidate-initiatives

Only after reviewing the proposed clusters, re-run with --apply.

Example 4: Run the eval suite on the path that exists

cd packages/core
uv run python ../../evals/run_evals.py \
  --scenarios openexecutive/evals/_scenarios/ \
  --output ../../evals/results/

Pass the scenario path explicitly. Both the Makefile target and the runner's relative default resolve to a missing directory from this working directory, and a missing directory yields zero scenarios instead of an error.

Best practices

1. Confirm the provider and the spend before the first paid turn.
2. Set ENABLE_WEB_SEARCH explicitly instead of trusting the sample env file.
3. Keep the API at one machine so scheduled actions fire once.
4. Enable a messaging channel only on request, and verify the roster first.
5. Preview fixture and consolidation operations; never reach for the reset route to fix a smaller problem.
6. Keep company profiles, uploads, databases, and keys out of Git.
7. Preserve prompt-cache structure when editing prompts or tools.
8. Prefer a local or OpenRouter provider when the user wants to avoid Anthropic billing.
9. Verify claims against the code, since the sample env file and make eval are known to disagree with it.
10. Re-read current upstream before asserting latest behavior; this skill is pinned to one commit.

References

• references/upstream-and-architecture.md - pinned metadata, layout, agent and memory architecture
• references/setup-and-providers.md - prerequisites, provider choices, env keys, cost controls
• references/operations-and-safety.md - risk tiers, destructive operations, integrations, scheduler, deploys
• references/contributing-and-evals.md - tests, evals, agent-addition checklist, known repo discrepancies
• scripts/openexecutive.sh - read-only host and repository doctor, safety summary, pinned URLs
• scripts/audit-config.py - offline env posture audit that never prints values
• Open Executive repository
• Pinned upstream source