Non-blocking items from the v76 reviewer pass. No redeploy needed — the box runs
v76 and its happy path is unaffected; these ride the next build:
- digest_mailer.send_digest: when Gmail is enabled but no sender resolves
(CRM_DIGEST_SENDER unset and no admin email), raise NoTransport so the caller
returns a clear 400 instead of a generic 502.
- gmail_send.send_via_gmail: wrap OSError/URLError (timeout/DNS) as a RuntimeError
("Gmail API unreachable: ...") to match the HTTPError handling; include the
sender in the HTTPError message for debuggability.
- credentials.py: correct the now-stale GMAIL_COMPOSE_SCOPE comment (the digest
mailer sends with this scope; only outreach drafts never send).
- test_gmail_send.py: add the HTTPError->RuntimeError branch, default_sender DB
fallback (+None case + env override), and the send_digest SMTP-tag path.
19/19 backend tests green.
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.
(1) Voice: _voice_examples now picks the sender's prior sent emails OF THE SAME PURPOSE
(PURPOSE_PATTERNS keyword cues per outreach type), larger sample (8) weighted by purpose
then recency — not just recent. meta carries on_topic for transparency.
(2) Tier-B sending (gmail.compose now authorized in Workspace DWD). New
email_integration/compose.py create_outreach_draft: mints a compose-scoped DWD token for
the sender (credentials._mint/access_token_for parameterized by scope; GMAIL_COMPOSE_SCOPE),
builds an RFC822 message, and POSTs gmail.drafts.create into the SENDER's mailbox — as an
in-thread reply (threadId + In-Reply-To/References, recipient = matched LP address) when
there's an active thread, else a fresh email. NEVER sends — the human sends from Gmail
(guardrails #4, #6). Route POST /api/outreach/gmail-draft; UI "Create Gmail draft" button +
"Open Gmail Drafts" link. Tests: test_compose.py (parse/reply-target/RFC822+threading).
Message construction unit-verified; the live drafts.create runs on the box.
Co-Authored-By: Claude Opus 4.8 <noreply@anthropic.com>
/api/email/accounts now returns captured + matched per account (from the per-mailbox
sighting table email_account_messages joined to emails; emails dedupe globally so an
email seen by two mailboxes counts for each). Each mailbox card on the Email Capture
page shows "<N> captured · <M> matched" so per-user coverage is visible, not just the
aggregate. Verified in preview with two seeded mailboxes.
Co-Authored-By: Claude Opus 4.8 <noreply@anthropic.com>
When a sent/received email is matched to an investor, a local-model agent drafts a
one-line dated note and queues it as a PENDING proposal (it never writes the grid
itself). On the Email Capture page a partner sees "Proposed grid notes", can edit the
text, and Approve (appends to that investor's grid notes cell, newest at bottom,
stamped with the approver) or Dismiss. Going-forward only: a cutoff (app_settings
email_activity_since, set on first run) means email dated before the feature was
enabled is never summarized, so the historical backfill makes no noise. Sovereign:
summaries run entirely on the local model (no redaction needed). Gmail sync interval
tightened 180 -> 15 min so outgoing email surfaces quickly.
Backend: migration 0002 (email_activity_proposals); propose_email_activity_notes()
runs via a new scheduler post_sync hook; list/decide functions + routes
GET /api/activity/proposals, POST .../{id}/approve|dismiss. Grid append stamps the
approving user (fundraising_state.updated_by has a FK to users). Test
test_email_activity.py (propose cutoff/idempotency, approve appends + edited note,
dismiss, already-decided guard) under FK enforcement.
Co-Authored-By: Claude Opus 4.8 <noreply@anthropic.com>
insert_email's recipients loop did `for a in parsed.get(kind, [])`, but the parser sets
reply_to=None when there is no Reply-To header, so .get returns None (key present) and the
loop raised 'NoneType' object is not iterable — aborting the entire Gmail backfill on the
first such email (i.e. almost immediately). Fixed with `or []`. Regression test
test_insert_email.py (reply_to=None, all-None recipients, happy path).
Because the scheduler intentionally skips error-status accounts (no retry storms), an
errored mailbox would never resume on its own. "Sync now" now clears error status first,
so it is an explicit retry; backfill resumes from its saved cursor and dedups by
Message-ID, so nothing is re-captured.
Co-Authored-By: Claude Opus 4.8 <noreply@anthropic.com>
The first Gmail backfill leaves the account at "pending · never synced" until it
fully completes (the sync_runs row only finalizes at the end), so there was no
feedback. /api/email/status now also returns captured_emails (total, which climbs
page-by-page during backfill), the latest sync run, and a backfilling flag. The
panel shows a "Backfilling… N captured so far" banner + an Emails Captured count
and auto-refreshes every 5s while a backfill is in progress. Verified live in
preview with seeded data (count auto-climbed 37 -> 50 without manual refresh).
Co-Authored-By: Claude Opus 4.8 <noreply@anthropic.com>
Keysat