# Ten31 Venture CRM + Agentic System — AGENTS.md

**The foundation is a self-hosted venture-fund CRM** — a purpose-built fundraising tool that replaced Airtable to (1) keep sensitive LP/prospect data off third-party servers, (2) drop subscription cost, and (3) fit the fund's workflow: managing ~150 existing LPs, tracking 250+ prospects, and running the capital-raise pipeline. Core CRM domain: contacts (investor/prospect/advisor), organizations, opportunities (the deal pipeline), and communications; investor commitments live in the canonical `fundraising_*` grid (the legacy single-fund `lp_profiles` table was retired in v0.1.0:78). The fund (Ten31, ~$200M AUM, bitcoin/energy/AI thesis) runs it on a Start9 box, accessed over ClearNet (StartOS StartTunnel) with app-level user auth by a team of ~5 (Tailscale is not in use). Schema/API tour: `docs/crm-overview.md`.

**The agentic system is new functionality built on top of that CRM** — an in-house AI layer to widen the fundraising funnel, sharpen the thesis, and automate outreach drafting. Frontier reasoning runs on Claude (Agent SDK/API); privacy-sensitive and bulk work runs on local DGX Spark models via the **Spark Control** gateway. **Phase 0/1 — no live outward-facing agents; agents draft, humans send.**

> **Inbox check:** At session start, if `~/Projects/standards/INBOX.md` exists, scan it for
> items tagged `(CRM)` and surface them before proposing next steps; triage with `/triage`.

## Stack (versions that matter)

- **Python 3.11, standard library only at runtime.** The CRM is one monolith, `backend/server.py` (~5k lines): a stdlib `http.server.ThreadingHTTPServer` + hand-written `CRMHandler` with manual path dispatch (`do_GET`/`do_POST`). **Not FastAPI.** `backend/requirements.txt` lists FastAPI/SQLAlchemy/Alembic/Pydantic/pytest-style deps but **none are imported at runtime** (vestigial).
- **SQLite** at `data/crm.db` (WAL, `foreign_keys=ON`), opened per-request via `get_db()`. Schema via ordered migrations.
- **Frontend:** single `frontend/index.html`, inline-Babel React. **No build step.**
- Optional runtime deps, used only if present: `bcrypt`, `PyJWT` (`jwt`), `cryptography` (Gmail module).
- **MCP + ingest** (in the Docker image, not the bare CRM): `mcp==1.2.0` (FastMCP, `backend/mcp/server.py`), `fastembed==0.4.2`, `anthropic`, `cryptography==42.0.5`.
- **Packaging:** StartOS 0.4, TypeScript SDK (`@start9labs/start-sdk`) under `start9/0.4/startos/`. Live target is `start9/0.4/`.
- **Local models** (bge-m3 embeddings, bge-reranker-v2-m3, `/api/search`, Qdrant): always via Spark Control. Contract: `docs/EMBEDDINGS.md`.

## Commands

```bash
# Run locally (dev, port 8080; or ./start.sh <port>) — runs python3 backend/server.py
./start.sh
# Run prod-mode (beta) — requires CRM_SECRET_KEY
./start_beta.sh
# Sanity-check edits (there is no compiler/build for the CRM)
python3 -m py_compile backend/server.py
# Run ONE test (tests are standalone scripts with `if __name__ == "__main__"`; no pytest installed)
python3 backend/redaction/test_scrub_leak.py        # substitute any backend/**/test_*.py
# Run all tests (aggregate runner — runs each backend/**/test_*.py in its own subprocess)
python3 backend/run_tests.py                         # add substrings to filter, e.g. `... soft_delete redaction`
# Build + install the s9pk — BUMP THE VERSION FIRST. See docs/guides/packaging.md.
cd start9/0.4 && make
```

- **Migrations** apply automatically at startup (`backend/core_migrations.py`, `schema_migrations` ledger). See `docs/guides/migrations.md` before adding one.
- **Lint:** none configured.

## Directory layout (day-one)

- `backend/server.py` — the CRM monolith: HTTP handler, route dispatch, `init_db()`, auth (username/password → HS256 JWT, roles admin/member/bot).
- `backend/core_migrations.py` + `backend/migrations/NNNN_*.sql` (+ paired `.down.sql`) — additive schema migrations, applied at startup.
- `backend/thesis_seed.py` — Thesis Workshop seed + idempotent `ensure_*` one-time seeders, wired in `server.init_db()`.
- `backend/thesis_review.py` — thesis version review/approval (human dual sign-off → canonical).
- `backend/mcp/` — `architect_agent.py` (Claude thesis copilot), `architect_tools.py`, `outreach_agent.py` (LP draft assistant), `architect_grounding.py`, `crm_tools.py`, `server.py` (FastMCP).
- `backend/email_integration/` — Gmail capture via domain-wide delegation + Tier-B draft creation (`compose.py`).
- `backend/redaction/` — `scrub.py` + `client.py`: the scrub→Claude→re-hydrate privacy boundary.
- `backend/ingest/` — chunk→embed→Qdrant + retrieval modes.
- `backend/entity_*.py` — entity resolution/merge (the two-investor-model reconciliation).
- `backend/matrix_intake/` — Matrix intake bot (separate process; `matrix-nio`, isolated to this component): typed message → local-Qwen parse → in-thread approve → write via the CRM's own `log-communication`. See the matrix-intake guide.
- `frontend/index.html` — the entire UI.
- `docs/` — architecture, phase plans, contracts, runbooks (see Deeper docs). `docs/guides/` — scoped subsystem rules (see below).
- `start9/0.4/` — StartOS package (`startos/utils.ts` holds `PACKAGE_VERSION`).
- `data/crm.db` — the live DB (gitignored). `.env` / `.env.example` — config (`.env` gitignored).

## Scoped guides

Subsystem rules live in `docs/guides/` and lazy-load in Claude Code via `.claude/rules/` symlinks (scoped by `paths:` frontmatter). **Read the guide before editing that area:**

- **Migrations or seeders** (`backend/migrations/`, `core_migrations.py`, `thesis_seed.py`) → `docs/guides/migrations.md`
- **Thesis logic** (`backend/thesis_*.py`, `backend/mcp/architect_*.py`) → `docs/guides/thesis.md`
- **Redaction or any MCP/Claude path** (`backend/redaction/`, `backend/mcp/`) → `docs/guides/redaction.md`
- **Ingest / retrieval** (`backend/ingest/`) → `docs/guides/spark-ingest.md`
- **Email capture / drafts + digest send** (`backend/email_integration/`, `backend/digest_mailer.py`, `backend/smtp_send.py`) → `docs/guides/email.md`
- **Building or deploying the s9pk** (`start9/`) → `docs/guides/packaging.md`
- **Matrix intake bot** (`backend/matrix_intake/`) → `docs/guides/matrix-intake.md`

## Conventions

- **Investor model — the grid is canonical (since v0.1.0:78).** The `fundraising_*` grid is the **system of record**: an investor entity (row) → many contact "pills" → per-fund commitments. The classic `contacts` table is a **read-only per-person directory**, auto-populated from the grid — create/edit people in the grid, not the Contacts page. Email capture rolls multiple people up to one investor. The legacy single-fund `lp_profiles` model is **retired** (empty table kept, per never-hard-delete). Reconciling grid ↔ classic `contacts` to canonical IDs is the core entity-resolution task — see `docs/crm-overview.md`.
- **Soft-delete only:** `deleted_at` and/or `status='retired'`; never hard-delete. Every READ path must filter `deleted_at IS NULL` — list handlers, get-by-id, nested related-data sub-selects, **and aggregate sub-selects (`COUNT`/`SUM`/`MAX`)**. Audits found leaks in all of these (2026-06-12 detail + nested; 2026-06-13 list-view `contact_count`/`total_funded`/`comm_count`); the **opportunities/pipeline** aggregates were fixed in v0.1.0:87 (`handle_pipeline_report` + dashboard pipeline metrics now filter `deleted_at`), but the **reports** subsystem's **communications-side** aggregates (dashboard `recent_comms`/`comms_this_month`/`meetings_this_month`, activity report) still leak (see Current state). Regression-guarded by `backend/test_soft_delete_reads.py` (+ `test_reminders.py` for the reminders read paths, incl. the recency rollup whose email-activity liveness signal is `email_account_messages.deleted_at`, not `emails`). (Thesis has a subtlety here — see the thesis guide.)
- **Env:** secrets in `.env` (gitignored); names in `.env.example`. Verified names: `ANTHROPIC_API_KEY`, `SPARK_CONTROL_URL`, `SPARK_CONTROL_VERIFY_TLS`, `QDRANT_URL`, `X_API_KEY`, `CRM_DB_PATH`, `CRM_DEV_DB_PATH`. Also used: `CRM_SECRET_KEY` (beta/prod), `CRM_HOST`/`CRM_PORT`, `CRM_DATA_DIR`; digest mailer: `CRM_DIGEST_SENDER` (DWD impersonation sender) + `SMTP_HOST`/`SMTP_PORT`/`SMTP_SECURITY`/`SMTP_FROM`/`SMTP_USERNAME`/`SMTP_PASSWORD` (SMTP fallback); daily digest (Phase B): `CRM_DIGEST_ENABLED` + `CRM_DIGEST_SEND_HOUR` **only seed the first-boot default** — the live control is the DB policy (`app_settings.digest_policy`, set in Settings → Admin).
- **Config placement:** operational/feature toggles live in the **admin panel**, DB-backed via `app_settings` (read-merge through a `load_*_policy(conn)` helper shared by the API + any scheduler; precedence DB-row → env-seed → default), so they're discoverable and take effect live. Reserve StartOS actions / env for **secrets and deploy-time config** (SMTP creds, API keys, DWD sender). Precedent: `digest_policy` (`GET/PATCH /api/admin/digest/policy`), `fundraising_backup_policy`.
- **Agent/bot API access — three roles now (`admin`/`member`/`bot`).** `require_admin` is the only hard gate; everything else is "authenticated" (member, admin, *and* bot all pass). The **`bot` role** (added v0.1.0:89) is authenticated-but-never-admin: `require_bot_or_admin` gates agent-facing endpoints (e.g. `/api/intake/email-proposals*`) so a bot credential reaches *only* what it needs, never user-management/settings/security. Provision it via Settings → Admin edit-user dropdown (kept out of the teammate-invite form). **Two axes to keep separate as more agent capability lands:** the role controls *reach* (which endpoints); the per-feature human draft→approve gate controls *autonomy* (acting unattended). Money/merge/delete mutations stay behind the approval gate regardless of role. Don't build a finer capability/scope system until real NL-mutation endpoints exist to scope against.
- **Commit style:** imperative subject, concise body explaining the *why*; put the package version in the subject (`… (v0.1.0:NN)`) for shippable changes. **No AI co-author / attribution trailers** — commits are authored by the user.

## Always

- **Verify before shipping:** `python3 -m py_compile` the edited files; for DB logic, run the change against a **copy** of `data/crm.db`, never production.
- **Keep real LP data out of Claude:** develop only on code/schema/synthetic-or-locally-redacted data; route any real record substance through `backend/redaction` first.
- **Get explicit user authorization before any production deploy/install** to `$START9_BOX_HOST`.

## Never

- **Never treat Qdrant (or any derived index) as source of truth** — the CRM/SQLite is canonical and rebuildable-from.
- **Never hard-delete** CRM records or thesis history — soft-delete/archive only.
- **Never let an agent send email, post, or contact an LP autonomously** — agents draft; a human approves and sends.
- **Never set a `thesis_version` canonical from code/seeds** — that is human dual sign-off.
- **Never call a Spark directly** — go through Spark Control (`SPARK_CONTROL_URL`).
- **Never commit secrets, `data/crm.db`, `.env`, or `data/backups/`** (all gitignored). Scan staged files before committing. (`.claude/` *is* tracked — `launch.json` and `rules/` symlinks ship with the repo; keep local-only settings in `.claude/settings.local.json`.)
- **Never bulk-export the LP list** to any third party; send only minimal non-sensitive context to Claude.
- **Never assume FastAPI / SQLAlchemy / pytest** are in play — they sit in `requirements.txt` unused; runtime is stdlib + SQLite.
- **Never add a `Co-Authored-By` / "Generated with" trailer** to commits or PRs — commits are the user's.

## Deeper docs

- Full constitution + guardrails: `docs/ten31-constitution.md`
- Architecture & rationale: `docs/Ten31_Agentic_Build_Plan.md`
- Retrieval/embeddings contract: `docs/EMBEDDINGS.md`
- CRM schema/API tour: `docs/crm-overview.md`
- Current thesis handoff: `docs/thesis-handoff.md`
- Operations & runbooks: `docs/OPERATIONS.md`, `docs/go-live-runbook.md`, `docs/gmail-enablement-runbook.md`

## Current state

_Phase 0 + Phase 1 built; **box live at v0.1.0:91; repo at v0.1.0:92** (v92 = reminders/follow-ups — built + tested locally 2026-06-18, **deploy pending**. Box deployed & verified live 2026-06-18 — `installed-version`=0.1.0:91, server up on :8080, clean; the StartOS version-graph traversal logs an inert down-to-39-then-up because the per-version `up`/`down` hooks are no-ops — real SQLite migrations run in-app at startup). **The fundraising grid + email capture is the canonical system of record.** Deploy/feature history: git log + `start9/0.4/startos/versions/`; longer-term backlog/debt: `ROADMAP.md` / `EVALUATION.md`._

- **Reminders & follow-ups (W1) — BUILT + tested locally 2026-06-18 (repo v0.1.0:92, deploy pending).** First step of the agreed reminders → NL-search → bot-mutations plan (`ROADMAP.md` "Follow-ups/reminders + NL search + bot grid-mutations"; **overarching constraint: keep LP data off third-party LLMs — the dominant risk, above write-safety**). First-class tickler tied to the grid: `reminders` table (in-app migration `0006`; logical FK to `fundraising_investors.id` + denormalized name, like `0005`), full CRUD (`GET/POST/PATCH/DELETE /api/reminders`; soft-delete; open/done/snoozed/cancelled; assignee; `source` human/bot/automation; accepts `source_row_id` so the grid stays decoupled), a read-only **derived `reminder_status` grid column** (overdue/due_soon/open — injected + stripped like `pipeline_stage`; **filterable so a saved view can later drive the follow-up view off real reminders, not the binary `follow_up` checkbox**), an orphan reconciler (`reconcile_grid_reminders`), a **Reminders** page + Dashboard **"Reminders Due"** card + **"Reminders due"** daily-digest section, and a per-investor **`last_activity_at`** recency rollup (shared building block for the W2 NL "not nurtured" query). **Pure local CRM — no LLM path, no leak surface.** Snooze keeps a reminder `open` with a pushed-out date (reliably reappears); the `snoozed` status is an explicit "mute" (Edit only). Tests: `test_reminders.py` + digest reminders test (**31/31 green, render-smoke green**). **Not yet deployed** — needs an s9pk build + install (authorize first; verify `0006` against a DB copy). Deferred fast-follow **W1b** = nurture-gap auto-suggested reminders.

- **Email-proposal review over Matrix + a `bot` role — DEPLOYED, LIVE & smoke-tested 2026-06-18 (box v0.1.0:91, Spark bot `b2690c4`).** The CRM-drafted "proposed grid notes" gain: (1) a click-to-view **inline source-email popup** on the Email Capture page (`GET /api/email/detail` — from/to/cc/date/subject + scrollable body); (2) a **CRM→Matrix review bridge** — the bot pulls pending proposals (`GET /api/intake/email-proposals`), posts dash-framed review cards (note names who emailed whom, not "Sent/Received") to a dedicated room (`MATRIX_EMAIL_REVIEW_ROOM`), and relays in-thread yes/no/NL-edit (`POST .../decide`), kept in sync with the web panel (decide on either → the other reflects it). **Decided threads are redacted whole** (card + replies; the bot holds a redact/mod power level) so — with Element's "show deleted messages" OFF — the main chat *and* threads view clear completely (confirmed the intended UX). New **`bot` role** (authenticated, never admin; `require_bot_or_admin`) gates the agent endpoints; state in `email_proposal_matrix` (email-migration `0003`). Full mechanics, deploy gotchas, and the `redact_resolved.py` backfill tool: `docs/guides/matrix-intake.md`.

- **Adopt the Pipeline — LIVE & smoked (v0.1.0:88):** the grid drives the deal board. "Add to Pipeline" row action → durably-linked `opportunities` row via `opportunities.fundraising_investor_id` (migration 0005); grid owns link+seed, board owns stage/probability/owner; "Remove" soft-deletes the opp, grid row intact; deleting a grid investor archives its orphaned opp. Detail + locked decisions: `ROADMAP.md` "Adopt the Pipeline".

- **Matrix intake bot — LIVE (Spark, container `matrix-intake`, bot `b2690c4`):** typed Matrix message → local-Qwen parse → in-thread human approval → write via `POST /api/fundraising/log-communication` (`source="matrix_intake"`); new-vs-existing via `GET /api/intake/match`. Fuzzy match + numbered disambiguation shortlist, conversational NL revise (email-integrity preserved), and the `INTAKE_TEAM_ROSTER` outreach frame all shipped & mostly smoked. **One path still un-smoked in-room: the fuzzy disambiguation numbered-pick grammar.** Runs as a docker-compose service (`restart: unless-stopped`). Guide: `docs/guides/matrix-intake.md`.
- **Working (all draft-only):** CRM + ingest (chunk→embed→Qdrant + retrieval) + redaction boundary; Gmail capture (DWD) + email-activity propose→approve; Thesis Workshop + Architect (Claude) with dual-approval gate; Outreach Draft Assistant + follow-up radar + per-user voice + Tier-B in-thread Gmail draft creation.
- **Tests:** **30/30 backend green** (`python3 backend/run_tests.py`), `py_compile` clean; frontend render-smoke gates the default `make` build.
- **Debt (P2, not deploy-blocking; full list `EVALUATION.md`):** reports-subsystem soft-delete sweep — **pipeline/opportunities aggregates fixed v87**; remaining: the dashboard **communications** aggregates (`recent_comms`/`comms_this_month`/`meetings_this_month`) + activity report + report-endpoint tests; `?limit=abc` crashes the request thread; auth regression test for the 3 v79-gated GETs (`/api/users`, `/api/email/status`, `/api/email/accounts`); scrub-gateway TLS verify off; hardcoded Spark/Qdrant IPs + **oversized StartOS package icon** (fix before the next s9pk upload); the 5.4k-line `server.py` monolith.
- **Open / risks:** the v2.0 reserve-asset spine is the *working* approved spine but **not a canonical `thesis_version`** (needs Grant + Jonathan dual sign-off; Appendix-A conviction incl. ~40% Strike stays Grant's working read, not fed to the engine); **Claude/Architect path still unverified live on the box**; the intake matcher reads only the grid blob (not classic `contacts`); doc drift — `crm-overview.md` + `EVALUATION.md` still call `lp_profiles` live (doc-auditor pass).
- **Next:** 1) **deploy v0.1.0:92 (reminders)** to the box — needs authorization; verify migration `0006` against a copy of `data/crm.db`, then `make` + install + browser-verify the Reminders page/grid chip/dashboard card (only render-smoke ran locally, not a live authenticated click-through); 2) **W2 — NL→safe-query** (the agreed plan's next build; validated filter-AST, Claude behind redaction, only the question text leaves the box; web + Matrix; = old "search item 3"), then **W3 — bot grid-mutations** behind the Matrix approval gate; 3) **W1b** nurture-gap auto-suggested reminders (fast-follow once recency proven); 4) spark-control intake dashboard card + extract intake bot to its own repo (ROADMAP); 5) in-room smoke of the intake **disambiguation** numbered-pick grammar; 6) Grant + Jonathan freeze v2.0 canonical; 7) reply-all for Tier-B drafts; then clear the P2 debt (reports comms-aggregate soft-delete sweep, `?limit=abc` crash, auth regression test, oversized StartOS icon). **Possible follow-ups:** email-review `since`-floor on `to_post`; Pipeline drag-and-drop stage moves.