Add Gmail-DWD send path for the digest mailer (v0.1.0:76)

The box's existing service-account domain-wide-delegation grant already includes
gmail.compose, which authorizes users.messages.send — verified 2026-06-15 by a
token-mint probe and a live messages.send to grant. So CRM-originated mail can
send through the account that already powers email capture: no SMTP account, no
app password, no admin change.

- backend/email_integration/gmail_send.py: send_via_gmail() impersonates a
  domain user and POSTs users.messages.send (reuses credentials.py + the compose
  scope; mirrors compose.py's REST pattern).
- backend/digest_mailer.py: send_digest() prefers Gmail DWD when enabled, falls
  back to smtp_send otherwise. Sender = CRM_DIGEST_SENDER else first active admin.
- server.py: the admin test endpoint now routes through digest_mailer (so the
  Settings button sends via DWD on the box with zero SMTP config). Recipient
  restriction to the admin set and no-leak error handling preserved.
- test_gmail_send.py: build/send + transport routing (provider + urlopen faked).
  19/19 backend green; s9pk typechecks.

SMTP (v75) stays as the fallback transport. Send-path decision + scope finding
recorded in ROADMAP.md and AGENTS.md.
This commit is contained in:
Keysat
2026-06-15 20:17:27 -05:00
parent e62306be27
commit 47dfd110a0
10 changed files with 383 additions and 56 deletions
+8 -1
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@@ -20,7 +20,14 @@ X_API_KEY=
CRM_DB_PATH=./data/crm.db
CRM_DEV_DB_PATH=./data/crm_dev.db
# ── Daily-digest outbound SMTP (dev override of the per-package mailbox) ──
# ── Daily-digest sender ──
# The digest mailer prefers Gmail domain-wide delegation (the service account that
# already powers email capture; its grant includes gmail.compose, which can send) and
# falls back to SMTP below. For the Gmail/DWD path it sends impersonating this domain
# user; if unset, it uses the first active admin's email.
CRM_DIGEST_SENDER=
# ── Daily-digest outbound SMTP fallback (dev override of the per-package mailbox) ──
# On the Start9 box these are set by the "Configure Digest SMTP" action (written
# to /data/secrets/smtp/* and exported by docker_entrypoint.sh). For dev, set them
# here. SMTP_SECURITY is one of: starttls (587) | tls (465) | none.
+5 -4
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@@ -100,14 +100,15 @@ Subsystem rules live in `docs/guides/` and lazy-load in Claude Code via `.claude
## Current state
_Phase 0 substrate + Phase 1 thesis/outreach are built; **box and repo both at v0.1.0:75** (deployed & verified live 2026-06-15). Longer-term backlog: `ROADMAP.md`._
_Phase 0 substrate + Phase 1 thesis/outreach are built; **box at v0.1.0:75, repo at v0.1.0:76** (the Gmail-DWD digest-send path; committed, redeploy pending). Longer-term backlog: `ROADMAP.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.
- **Deployed & verified live (2026-06-15): v0.1.0:75** on the box (`$START9_BOX_HOST` / immense-voyage.local). `start-cli package installed-version ten-database``0.1.0:75`; boot log shows the v75-only entrypoint line `[entrypoint] Digest SMTP: not configured` and the server healthy on `:8080`. Shipped two batches at once: (a) the post-v74 **list-view soft-delete aggregate fix** (`server.py`: org `contact_count`/`total_funded`, contacts `comm_count`/`last_contact_date` now filter `deleted_at`) + 3 regression tests + aggregate runner; (b) **daily-digest Phase A**`configureDigestSmtp` action writes a per-package SMTP account to `/data/secrets/smtp/*` (password over stdin; independent of any StartOS system SMTP), `docker_entrypoint.sh` exports `SMTP_*`, `backend/smtp_send.py` (stdlib smtplib), admin **`POST /api/admin/digest/test-email`** (recipients restricted to the active-admin set — not an open relay), and a **Settings → Admin "Send Test Digest Email" button**. **SMTP not yet configured on the box** — Grant runs the action + restart + test to light it up.
- **Deployed & verified live (2026-06-15): v0.1.0:75** on the box (`$START9_BOX_HOST` / immense-voyage.local). `start-cli package installed-version ten-database``0.1.0:75`; boot log shows the v75-only entrypoint line `[entrypoint] Digest SMTP: not configured` and the server healthy on `:8080`. Shipped two batches at once: (a) the post-v74 **list-view soft-delete aggregate fix** (`server.py`: org `contact_count`/`total_funded`, contacts `comm_count`/`last_contact_date` now filter `deleted_at`) + 3 regression tests + aggregate runner; (b) **daily-digest Phase A**`configureDigestSmtp` action writes a per-package SMTP account to `/data/secrets/smtp/*` (password over stdin; independent of any StartOS system SMTP), `docker_entrypoint.sh` exports `SMTP_*`, `backend/smtp_send.py` (stdlib smtplib), admin **`POST /api/admin/digest/test-email`** (recipients restricted to the active-admin set — not an open relay), and a **Settings → Admin "Send Test Digest Email" button**.
- **Repo ahead (v0.1.0:76 — committed, redeploy pending):** the digest send path now prefers **Gmail domain-wide delegation** over SMTP. The box's DWD grant **includes `gmail.compose`** (send-capable; the narrow `gmail.send` is *not* granted) — verified 2026-06-15 by a token-mint probe **and a live `messages.send` to grant** (both succeeded). `backend/email_integration/gmail_send.py` impersonates a domain user and calls `users.messages.send` (reuses `credentials.py` + the compose scope, mirrors `compose.py`); `backend/digest_mailer.py` routes **Gmail-DWD → SMTP fallback**; the admin test endpoint + Settings button go through it. Sender = `CRM_DIGEST_SENDER` else the first active admin. **Net: no app password needed** — once v76 is redeployed, the test button sends via DWD with zero SMTP config. SMTP (v75) remains the fallback.
- **Live since v74 (2026-06-13):** login works; `/assets/` traversal 404s (plain + URL-encoded), root health 200. On boot, `ensure_thesis_v2_promoted` makes the v2.0 reserve-asset spine the working *approved* spine (node-level, reversible).
- **Shipped in v0.1.0:74** (security/privacy hardening from the 2026-06-12 full-eval; report in `EVALUATION.md`): closed a pre-auth `/assets/` path traversal (could read crm.db / JWT secret / Gmail key); wired the local-Qwen NER backstop into the outreach redaction boundary (free-prose email bodies were reaching Claude with unknown names in the clear); added `deleted_at IS NULL` to every get-by-id + nested sub-select read path. Verified locally (py_compile, query exec, redaction/outreach tests, containment logic) + two reviewer passes.
- **Tests (2026-06-15):** **18/18 backend tests green** via `python3 backend/run_tests.py` (+`test_smtp_send.py`/`test_smtp_endpoint.py` this session). `py_compile` clean; the s9pk TypeScript typechecks (`cd start9/0.4 && npm run check`, deps installed); `docker_entrypoint.sh` passes `sh -n`. The 2 stale thesis tests stay fixed (seed structure in `docs/guides/thesis.md`).
- **Tests (2026-06-15):** **19/19 backend tests green** via `python3 backend/run_tests.py` (+`test_smtp_send.py`/`test_smtp_endpoint.py`/`test_gmail_send.py` this session). `py_compile` clean; the s9pk TypeScript typechecks (`cd start9/0.4 && npm run check`, deps installed); `docker_entrypoint.sh` passes `sh -n`. The 2 stale thesis tests stay fixed (seed structure in `docs/guides/thesis.md`).
- **Decided, not yet built:** CRM as canonical thesis backbone with the signal-engine reading from it (reconciliation unwired); reply-all for Tier-B drafts (drafts currently reply to the LP only).
- **Known debt (P2, not deploy-blocking):** the **reports subsystem** (`handle_dashboard_report`/`handle_pipeline_report`/`handle_lp_breakdown_report`, ~16 aggregate queries over contacts/opportunities/communications/lp_profiles) still counts soft-deleted rows — the list/detail aggregates were fixed (v74 + the org/contacts list-view follow-up) but the reports were not; needs its own pass + report-endpoint tests; `?limit=abc` crashes the request thread (authenticated list path); scrub-gateway TLS verify off; `cryptography==42.0.5`; unpkg/no-SRI frontend; stale user-visible `start9/0.4/assets/ABOUT.md`; hardcoded Spark/Qdrant IPs in the s9pk; the 5.4k-line `server.py` monolith. P3 batch + full list in `EVALUATION.md`.
- **Other gaps:** the v2.0 spine is the *working* spine but **not a canonical `thesis_version`** (needs Grant + Jonathan dual sign-off); Appendix-A conviction/exposure (incl. ~40% Strike) stay Grant's working read, not canonical, not fed to the engine; live features (Claude/Qdrant/Gmail) unverified on the box.
- **Next:** 1) **on the box: configure the digest mailbox**run **Configure Digest SMTP** (dedicated SMTP creds), restart, then Settings→Admin **Send Test Digest Email** to confirm a real message lands; 2) **digest Phase B** — daily scheduler + per-user→per-investor activity query (`deleted_at IS NULL`) + **Spark-narrative** summary (never Claude) → email all admins (decisions locked in `ROADMAP.md`); 3) **reports-subsystem soft-delete sweep** (~16 aggregates still leak; fix + tests); 4) `?limit=abc` crash (P2); 5) Grant + Jonathan freeze v2.0 canonical; 6) build reply-all; 7) confirm Appendix-A + Maple/OpenSecret/Primal, then promote.
- **Next:** 1) **redeploy v0.1.0:76**, then Settings→Admin **Send Test Digest Email**it should send via **Gmail DWD** to all admins with no SMTP setup (the live DWD send is already proven; this confirms it through the app path); 2) **digest Phase B** — daily scheduler + per-user→per-investor activity query (`deleted_at IS NULL`) + **Spark-narrative** summary (never Claude) → email all admins (decisions locked in `ROADMAP.md`); 3) **reports-subsystem soft-delete sweep** (~16 aggregates still leak; fix + tests); 4) `?limit=abc` crash (P2); 5) Grant + Jonathan freeze v2.0 canonical; 6) build reply-all; 7) confirm Appendix-A + Maple/OpenSecret/Primal, then promote.
+4 -2
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@@ -87,11 +87,13 @@
## Backlog (post-Phase-1 agentic)
### Daily activity digest (email to the team)
*Requested 2026-06-15. **Phase A built in v0.1.0:75** (outbound SMTP send capability + admin test-email endpoint; not yet deployed). Phase B (digest content + Spark summarization + daily scheduler) remains.*
*Requested 2026-06-15. **Phase A built + deployed** (v0.1.0:75 live on the box; send path then moved to **Gmail DWD** in v0.1.0:76, redeploy pending). Phase B (digest content + Spark summarization + daily scheduler) remains.*
**Decisions (locked 2026-06-15):** recipients = **all active admins**; summarization = **Spark-LLM narrative** (never Claude — un-anonymized substance stays local); granularity = **grouped by user** (→ per investor).
**Phase A — DONE (v0.1.0:75):** `configureDigestSmtp` Start9 action writes a per-package SMTP account to `/data/secrets/smtp/*`; `docker_entrypoint.sh` exports `SMTP_*`; `backend/smtp_send.py` (stdlib smtplib) + admin `POST /api/admin/digest/test-email` (recipient-restricted to the admin set — not an open relay). Tests: `test_smtp_send.py`, `test_smtp_endpoint.py`.
**Send transport — DECIDED 2026-06-15: Gmail domain-wide delegation** (not SMTP). The box's existing service-account grant (which powers email capture) **includes `gmail.compose`**, which authorizes `users.messages.send` — verified by a token-mint probe **and a live `messages.send` to grant**. So the digest sends through the account the CRM already uses: **no app password, no new account, no admin change.** The narrow `gmail.send` scope is *not* granted, so the sender must request `gmail.compose`.
**Phase A — DONE:** (v0.1.0:75) `configureDigestSmtp` Start9 action + `docker_entrypoint.sh` `SMTP_*` export + `backend/smtp_send.py` + admin `POST /api/admin/digest/test-email` (recipient-restricted to the admin set — not an open relay) + Settings button. (v0.1.0:76, redeploy pending) `backend/email_integration/gmail_send.py` (`users.messages.send` via DWD/compose) + `backend/digest_mailer.py` (**Gmail-DWD preferred, SMTP fallback**); the endpoint + button route through it; sender = `CRM_DIGEST_SENDER` else first active admin. Tests: `test_smtp_send.py`, `test_smtp_endpoint.py`, `test_gmail_send.py`.
**Phase B — TODO:** daily scheduler (co-locate with `email_integration/scheduler.py`); per-user→per-investor activity query (`deleted_at IS NULL` throughout); Spark-narrative summary of captured email substance; compose + send to all admins.
+64
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@@ -0,0 +1,64 @@
"""Transport selection for CRM-originated email (daily digest, admin test sends).
Prefers Gmail-over-DWD — it reuses the service account that already powers email
capture (the grant includes gmail.compose, which can send), so there's no extra
credential to manage — and falls back to SMTP (`smtp_send`) when DWD isn't
available. One entry point so the digest and the admin test endpoint share the
same routing. Stdlib only.
"""
import os
class NoTransport(Exception):
"""Neither Gmail DWD nor SMTP is configured."""
def transport():
"""Return the active transport: 'gmail-dwd', 'smtp', or None."""
try:
from email_integration import gmail_send
if gmail_send.gmail_available():
return "gmail-dwd"
except Exception:
pass
try:
import smtp_send
if smtp_send.smtp_configured():
return "smtp"
except Exception:
pass
return None
def default_sender(conn):
"""Domain user to send as for the DWD path. `CRM_DIGEST_SENDER` if set, else
the first active admin's email."""
s = os.environ.get("CRM_DIGEST_SENDER", "").strip()
if s:
return s
if conn is None:
return None
row = conn.execute(
"SELECT email FROM users WHERE role='admin' AND is_active=1 "
"AND email IS NOT NULL AND TRIM(email)!='' ORDER BY created_at LIMIT 1"
).fetchone()
return row["email"].strip() if row and row["email"] else None
def send_digest(conn, to_addrs, subject, body, sender_email=None):
"""Send via the active transport. Returns the transport's result dict with a
'transport' key added; raises NoTransport if neither is configured."""
t = transport()
if t == "gmail-dwd":
from email_integration import gmail_send
sender = sender_email or default_sender(conn)
result = gmail_send.send_via_gmail(sender, to_addrs, subject, body, conn=conn)
result["transport"] = "gmail-dwd"
return result
if t == "smtp":
import smtp_send
result = smtp_send.send_email(to_addrs, subject, body)
result["transport"] = "smtp"
return result
raise NoTransport("No email transport configured: enable Gmail (DWD) or set "
"SMTP via the 'Configure Digest SMTP' action.")
+65
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@@ -0,0 +1,65 @@
"""Send an email via the Gmail API using the same domain-wide delegation that
powers capture and draft creation.
The DWD grant on this deployment includes the `gmail.compose` scope (verified
2026-06-15: token mint + a live messages.send both succeed), and `gmail.compose`
authorizes `users.messages.send`. So CRM-originated mail (the daily digest) can
send through the existing service account — no SMTP account, no app password, no
admin change. Sends impersonating `sender_email`, which must be a Workspace user
in the delegated domain. Mirrors the REST pattern in compose.py; stdlib only.
"""
import base64
import email.message
import json
import os
import urllib.error
import urllib.parse
import urllib.request
from . import config as _cfg
from . import credentials as _creds
def gmail_available():
"""True when DWD send is usable: integration enabled, DWD auth, key present."""
cfg = _cfg.CONFIG
if not cfg.enabled or cfg.primary_auth != "dwd":
return False
return bool(cfg.dwd_key_path) and os.path.exists(cfg.dwd_key_path)
def _build_raw(from_addr, to_addrs, subject, body):
msg = email.message.EmailMessage()
msg["From"] = from_addr
msg["To"] = ", ".join(to_addrs)
msg["Subject"] = subject or "(no subject)"
msg.set_content(body or "")
return base64.urlsafe_b64encode(msg.as_bytes()).decode("ascii")
def send_via_gmail(sender_email, to_addrs, subject, body, conn=None):
"""Send one message as `sender_email` to `to_addrs` via the Gmail API (DWD).
Returns {'sent_to', 'from', 'message_id'}; raises on failure."""
if isinstance(to_addrs, str):
to_addrs = [to_addrs]
to_addrs = [a for a in (str(x).strip() for x in to_addrs) if a]
if not to_addrs:
raise ValueError("no recipients")
if not sender_email:
raise ValueError("no sender_email (DWD impersonation needs a domain user)")
provider = _creds.build_provider(lambda: conn)
token = provider.access_token_for(sender_email, _creds.GMAIL_COMPOSE_SCOPE).token
raw = _build_raw(sender_email, to_addrs, subject, body)
url = ("https://gmail.googleapis.com/gmail/v1/users/"
f"{urllib.parse.quote(sender_email)}/messages/send")
req = urllib.request.Request(
url, data=json.dumps({"raw": raw}).encode("utf-8"), method="POST",
headers={"Authorization": f"Bearer {token}", "Content-Type": "application/json"})
try:
with urllib.request.urlopen(req, timeout=20) as resp:
result = json.loads(resp.read())
except urllib.error.HTTPError as e:
detail = e.read().decode("utf-8", "replace")[:300]
raise RuntimeError(f"Gmail API send failed (HTTP {e.code}): {detail}")
return {"sent_to": to_addrs, "from": sender_email, "message_id": result.get("id")}
+40 -45
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@@ -4237,63 +4237,58 @@ class CRMHandler(BaseHTTPRequestHandler):
})
def handle_admin_send_test_email(self, user, body):
"""Send a test email through the configured digest SMTP account, to prove
the outbound pipe before the daily digest itself is built (Phase A)."""
"""Send a test email through the active transport (Gmail DWD preferred,
SMTP fallback) to prove the outbound pipe before the daily digest (Phase B)."""
if not require_admin(user):
return self.send_error_json("Admin only", 403)
from smtp_send import send_email, smtp_configured, SMTPNotConfigured
if not smtp_configured():
return self.send_error_json(
"SMTP is not configured. Set it via the 'Configure Digest SMTP' "
"Start9 action (or SMTP_* in .env for dev), then restart.", 400)
import digest_mailer
# Recipients are restricted to the active-admin set (the real digest
# audience). An explicit `to` may NARROW to specific admins but can never
# introduce an outside address — this endpoint is not an open mail relay.
conn = get_db()
try:
# Recipients are restricted to the active-admin set (the real digest
# audience). An explicit `to` may NARROW to specific admins but can never
# introduce an outside address — this endpoint is not an open mail relay.
rows = conn.execute(
"SELECT email FROM users WHERE role = 'admin' AND is_active = 1 "
"AND email IS NOT NULL AND TRIM(email) != ''"
).fetchall()
admin_emails = [str(r['email']).strip() for r in rows if str(r['email']).strip()]
admin_lower = {e.lower() for e in admin_emails}
to = body.get('to')
if to:
requested = [to] if isinstance(to, str) else list(to)
requested = [str(e).strip() for e in requested if str(e).strip()]
outside = [e for e in requested if e.lower() not in admin_lower]
if outside:
return self.send_error_json(
"Test email may only go to an active admin address; "
f"not allowed: {', '.join(outside)}", 400)
recipients = requested
else:
recipients = admin_emails
if not recipients:
return self.send_error_json(
"No recipient: give an active admin an email address first.", 400)
subject = "Ten31 CRM — test digest email"
email_body = (
"This is a test message from the Ten31 CRM daily-digest mailer.\n\n"
f"Triggered by {user.get('full_name') or user.get('user_id')} at {now()}.\n\n"
"If you received this, outbound email works and the daily digest can "
"be delivered to this address."
)
result = digest_mailer.send_digest(conn, recipients, subject, email_body)
except digest_mailer.NoTransport as exc:
return self.send_error_json(str(exc), 400)
except Exception as exc:
# Never echo the exception to the client — an auth error can carry a
# credential or token. Log it server-side instead.
print(f"[digest] test send failed: {type(exc).__name__}: {exc}", file=sys.stderr)
return self.send_error_json("Send failed — see server logs for details.", 502)
finally:
conn.close()
admin_emails = [str(r['email']).strip() for r in rows if str(r['email']).strip()]
admin_lower = {e.lower() for e in admin_emails}
to = body.get('to')
if to:
requested = [to] if isinstance(to, str) else list(to)
requested = [str(e).strip() for e in requested if str(e).strip()]
outside = [e for e in requested if e.lower() not in admin_lower]
if outside:
return self.send_error_json(
"Test email may only go to an active admin address; "
f"not allowed: {', '.join(outside)}", 400)
recipients = requested
else:
recipients = admin_emails
if not recipients:
return self.send_error_json(
"No recipient: give an active admin an email address first.", 400)
subject = "Ten31 CRM — test digest email"
email_body = (
"This is a test message from the Ten31 CRM daily-digest mailer.\n\n"
f"Triggered by {user.get('full_name') or user.get('user_id')} at {now()}.\n\n"
"If you received this, outbound SMTP works and the daily digest can be "
"delivered to this address."
)
try:
result = send_email(recipients, subject, email_body)
except SMTPNotConfigured as exc:
return self.send_error_json(f"SMTP not configured: {exc}", 400)
except Exception as exc:
# Never echo the exception to the client — an SMTP auth error can carry
# the server's reply (and potentially the credential). Log it instead.
print(f"[smtp] test send failed: {type(exc).__name__}: {exc}", file=sys.stderr)
return self.send_error_json("Send failed — see server logs for details.", 502)
return self.send_json({"data": {"status": "sent", **result}})
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@@ -0,0 +1,166 @@
#!/usr/bin/env python3
"""Tests for gmail_send (DWD Gmail-API send) + digest_mailer (transport routing).
No network: the credential provider and urllib.request.urlopen are monkeypatched.
Run directly or via backend/run_tests.py.
"""
import base64
import json
import os
import sys
import urllib.request
sys.path.insert(0, os.path.dirname(os.path.abspath(__file__)))
from email_integration import gmail_send
import digest_mailer
import smtp_send
FAILS = []
def check(cond, msg):
print((" ok " if cond else " XX ") + msg)
if not cond:
FAILS.append(msg)
class _Tok:
def __init__(self, t):
self.token = t
class _Provider:
def __init__(self):
self.calls = []
def access_token_for(self, email, scope):
self.calls.append((email, scope))
return _Tok("tok-" + email)
class _Resp:
def __init__(self, payload):
self._p = payload
def read(self):
return json.dumps(self._p).encode()
def __enter__(self):
return self
def __exit__(self, *a):
return False
def main():
# 1. _build_raw round-trips
raw = gmail_send._build_raw("a@x", ["b@x", "c@x"], "Subj", "Hello body")
decoded = base64.urlsafe_b64decode(raw).decode()
check("From: a@x" in decoded and "Subject: Subj" in decoded
and "b@x, c@x" in decoded and "Hello body" in decoded,
"_build_raw round-trips From/To/Subject/body")
# 2. send_via_gmail posts correctly (fake provider + fake urlopen)
captured = {}
orig_open = urllib.request.urlopen
orig_build = gmail_send._creds.build_provider
prov = _Provider()
gmail_send._creds.build_provider = lambda factory: prov
def fake_open(req, timeout=None):
captured["url"] = req.full_url
captured["auth"] = req.headers.get("Authorization")
captured["body"] = json.loads(req.data.decode())
return _Resp({"id": "msg123", "threadId": "thr123"})
urllib.request.urlopen = fake_open
try:
res = gmail_send.send_via_gmail("grant@ten31.xyz",
["a@ten31.xyz", "b@ten31.xyz"], "S", "B")
finally:
urllib.request.urlopen = orig_open
gmail_send._creds.build_provider = orig_build
check(res["message_id"] == "msg123", "send returns message_id")
check(res["from"] == "grant@ten31.xyz", "send reports from")
check(res["sent_to"] == ["a@ten31.xyz", "b@ten31.xyz"], "send reports recipients")
check(captured["url"].endswith("/users/grant%40ten31.xyz/messages/send"),
"posts to messages/send for the impersonated user")
check(captured["auth"] == "Bearer tok-grant@ten31.xyz", "uses the compose-scoped token")
check("raw" in captured["body"] and "message" not in captured["body"],
"send body is {raw:...} (not nested under message, unlike drafts)")
check(prov.calls and prov.calls[0][1] == gmail_send._creds.GMAIL_COMPOSE_SCOPE,
"requests the gmail.compose scope")
# 3. validation
try:
gmail_send.send_via_gmail("x@x", [], "s", "b"); ok = False
except ValueError:
ok = True
check(ok, "empty recipients -> ValueError")
try:
gmail_send.send_via_gmail("", ["a@x"], "s", "b"); ok = False
except ValueError:
ok = True
check(ok, "missing sender -> ValueError")
# 4. transport() selection
orig_avail = gmail_send.gmail_available
orig_smtp_cfg = smtp_send.smtp_configured
try:
gmail_send.gmail_available = lambda: True
check(digest_mailer.transport() == "gmail-dwd", "transport prefers gmail-dwd")
gmail_send.gmail_available = lambda: False
smtp_send.smtp_configured = lambda: True
check(digest_mailer.transport() == "smtp", "transport falls back to smtp")
smtp_send.smtp_configured = lambda: False
check(digest_mailer.transport() is None, "transport None when neither configured")
finally:
gmail_send.gmail_available = orig_avail
smtp_send.smtp_configured = orig_smtp_cfg
# 5. send_digest routes to gmail + honors CRM_DIGEST_SENDER
orig_send = gmail_send.send_via_gmail
sent = {}
try:
gmail_send.gmail_available = lambda: True
def fake_send(sender, to, subj, body, conn=None):
sent.update(sender=sender, to=to)
return {"sent_to": to, "from": sender, "message_id": "m"}
gmail_send.send_via_gmail = fake_send
os.environ["CRM_DIGEST_SENDER"] = "digest@ten31.xyz"
res = digest_mailer.send_digest(None, ["a@ten31.xyz"], "S", "B")
check(res["transport"] == "gmail-dwd", "send_digest tags transport gmail-dwd")
check(sent["sender"] == "digest@ten31.xyz", "send_digest uses CRM_DIGEST_SENDER")
finally:
gmail_send.send_via_gmail = orig_send
gmail_send.gmail_available = orig_avail
os.environ.pop("CRM_DIGEST_SENDER", None)
# 6. send_digest raises NoTransport when neither is available
try:
gmail_send.gmail_available = lambda: False
smtp_send.smtp_configured = lambda: False
try:
digest_mailer.send_digest(None, ["a@x"], "S", "B"); ok = False
except digest_mailer.NoTransport:
ok = True
check(ok, "send_digest raises NoTransport when no transport")
finally:
gmail_send.gmail_available = orig_avail
smtp_send.smtp_configured = orig_smtp_cfg
print()
if FAILS:
print(f"FAILED ({len(FAILS)}):")
for f in FAILS:
print(" -", f)
raise SystemExit(1)
print("ALL PASS (gmail_send + digest_mailer)")
if __name__ == "__main__":
main()
+3 -2
View File
@@ -40,8 +40,9 @@ export const PACKAGE_TITLE = 'Ten31 Database'
// * 0.1.0:72 (stage v2.0 reserve-asset thesis spine as Workshop candidates)
// * 0.1.0:73 (replace old settlement spine with v2.0 reserve-asset spine across Architect + outreach prompts, seed constants, and docs; promote v2.0 to the working approved spine + soft-retire old settlement nodes, reversibly, node-level only)
// * 0.1.0:74 (security/privacy hardening — full-eval P0+2×P1: close /assets/ path traversal, add NER backstop to the outreach redaction boundary, filter deleted_at on get-by-id)
// * Current: 0.1.0:75 (Phase-A digest SMTP: per-package "Configure Digest SMTP" action writes /data/secrets/smtp/*; entrypoint exports SMTP_*; backend smtp_send.py + admin "send test email" endpoint + Settings→Admin "Send Test Digest Email" button)
export const PACKAGE_VERSION = '0.1.0:75'
// * 0.1.0:75 (Phase-A digest SMTP: per-package "Configure Digest SMTP" action writes /data/secrets/smtp/*; entrypoint exports SMTP_*; backend smtp_send.py + admin "send test email" endpoint + Settings→Admin "Send Test Digest Email" button)
// * Current: 0.1.0:76 (digest send via Gmail DWD: backend/email_integration/gmail_send.py uses the existing service account's gmail.compose scope for users.messages.send; digest_mailer prefers Gmail DWD and falls back to SMTP; the admin test endpoint + Settings button route through it — no app password needed when Gmail is enabled)
export const PACKAGE_VERSION = '0.1.0:76'
export const DATA_MOUNT_PATH = '/data'
export const WEB_PORT = 8080
+3 -2
View File
@@ -36,8 +36,9 @@ import { v_0_1_0_72 } from './v0.1.0.72'
import { v_0_1_0_73 } from './v0.1.0.73'
import { v_0_1_0_74 } from './v0.1.0.74'
import { v_0_1_0_75 } from './v0.1.0.75'
import { v_0_1_0_76 } from './v0.1.0.76'
export const versionGraph = VersionGraph.of({
current: v_0_1_0_75,
other: [v_0_1_0_39, v_0_1_0_40, v_0_1_0_41, v_0_1_0_42, v_0_1_0_43, v_0_1_0_44, v_0_1_0_45, v_0_1_0_46, v_0_1_0_47, v_0_1_0_48, v_0_1_0_49, v_0_1_0_50, v_0_1_0_51, v_0_1_0_52, v_0_1_0_53, v_0_1_0_54, v_0_1_0_55, v_0_1_0_56, v_0_1_0_57, v_0_1_0_58, v_0_1_0_59, v_0_1_0_60, v_0_1_0_61, v_0_1_0_62, v_0_1_0_63, v_0_1_0_64, v_0_1_0_65, v_0_1_0_66, v_0_1_0_67, v_0_1_0_68, v_0_1_0_69, v_0_1_0_70, v_0_1_0_71, v_0_1_0_72, v_0_1_0_73, v_0_1_0_74],
current: v_0_1_0_76,
other: [v_0_1_0_39, v_0_1_0_40, v_0_1_0_41, v_0_1_0_42, v_0_1_0_43, v_0_1_0_44, v_0_1_0_45, v_0_1_0_46, v_0_1_0_47, v_0_1_0_48, v_0_1_0_49, v_0_1_0_50, v_0_1_0_51, v_0_1_0_52, v_0_1_0_53, v_0_1_0_54, v_0_1_0_55, v_0_1_0_56, v_0_1_0_57, v_0_1_0_58, v_0_1_0_59, v_0_1_0_60, v_0_1_0_61, v_0_1_0_62, v_0_1_0_63, v_0_1_0_64, v_0_1_0_65, v_0_1_0_66, v_0_1_0_67, v_0_1_0_68, v_0_1_0_69, v_0_1_0_70, v_0_1_0_71, v_0_1_0_72, v_0_1_0_73, v_0_1_0_74, v_0_1_0_75],
})
+25
View File
@@ -0,0 +1,25 @@
import { VersionInfo } from '@start9labs/start-sdk'
// Digest send path via Gmail domain-wide delegation. Code-only, no schema change
// (migrations are no-ops):
// * The DWD grant on this deployment already includes the gmail.compose scope
// (verified 2026-06-15: token mint + a live messages.send both succeed), and
// gmail.compose authorizes users.messages.send. So CRM-originated mail can go
// through the existing service account — no SMTP account / app password.
// * backend/email_integration/gmail_send.py: send_via_gmail() impersonates a
// domain user and POSTs users.messages.send (mirrors compose.py's REST path).
// * backend/digest_mailer.py: send_digest() prefers Gmail DWD when enabled and
// falls back to smtp_send when not. The admin POST /api/admin/digest/test-email
// and the Settings "Send Test Digest Email" button route through it.
// * Sender for the DWD path is CRM_DIGEST_SENDER, else the first active admin.
export const v_0_1_0_76 = VersionInfo.of({
version: '0.1.0:76',
releaseNotes: {
en_US: [
'The daily-digest mailer can now send through the Gmail account the CRM already uses for email',
'capture (domain-wide delegation) — no separate SMTP account or app password needed. SMTP stays',
'available as a fallback.',
].join(' '),
},
migrations: { up: async () => {}, down: async () => {} },
})