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.
Groundwork for the daily activity digest: give the CRM an outbound mail path.
Today nothing leaves the box (Gmail capture + drafts only), so this adds a
dedicated, per-package SMTP account independent of any StartOS system-wide SMTP.
- configureDigestSmtp Start9 action: writes host/port/from/username/password/
security to /data/secrets/smtp/* (password piped over stdin, never argv/env;
per-field files, owner-only) — mirrors the setAnthropicApiKey pattern.
- docker_entrypoint.sh reads those at boot and exports SMTP_* (operator env wins).
- backend/smtp_send.py: stdlib smtplib wrapper reading SMTP_* (one code path for
dev .env and the box); starttls/tls/none modes.
- POST /api/admin/digest/test-email (admin-only): proves the pipe. Recipients are
restricted to the active-admin set — an arbitrary `to` is rejected, so the
endpoint is not an open relay; send failures are logged, not echoed (an SMTP
auth error can carry the credential).
- Tests: test_smtp_send.py (sender), test_smtp_endpoint.py (gating + relay
restriction + no-leak). 18/18 backend green; s9pk typechecks.
Analysis/summarization for the digest body (Phase B) will run on Spark, never
Claude — the digest is deliberately un-anonymized. Decisions + Phase B plan in
ROADMAP.md.
Keysat