email-connect/workplans/EMAIL-WP-0005-test-mailbox-harness.md
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EMAIL-WP-0005-T04: end-to-end send-and-scan tests, and two fixes they found
Adds tests/test_integration_send_scan.py: 7 harness-gated cases covering
delivery and Message-ID correlation, scanner ingestion without a delivery
claim, idempotency, resend, suppression, rejected requests never reaching the
provider, and verification mail carrying no authorization.

Fixes the reply heuristic, which matched against headers as well as body. The
Received: trace that every MTA-handled message carries matched its "received"
keyword, so ordinary mail was classified human_reply with a
success.reply_received assessment at medium confidence -- the exact overclaim
this repo exists to prevent. Hand-written fixtures have no Received headers,
so only real scanned mail exposed it. The heuristic now takes the body alone;
DSN detection still sees headers, which it needs. Regression test is offline.

Fixes the provider reference: SMTPProvider set no Message-ID, so send() fell
back to abs(hash((recipient, subject))) -- randomized per process and colliding
for equal recipient/subject. Outgoing mail now carries a proper RFC 5322
Message-ID, returned as the reference, which is what makes send-to-scan
correlation testable.

Suite: 72 passed with the harness up, 62 passed + 10 skipped with it down.

Co-Authored-By: Claude Opus 5 <noreply@anthropic.com>
2026-08-14 01:54:56 +02:00

15 KiB

id type title domain repo status owner topic_slug created updated state_hub_workstream_id
EMAIL-WP-0005 workplan Test Mailbox Harness for Automated Test Environments infotech email-connect proposed claude custodian 2026-08-14 2026-08-14 1ffd54d3-4fdf-4a66-86ba-36a5d8202f3c

EMAIL-WP-0005 - Test Mailbox Harness for Automated Test Environments

1. Purpose

Automated test environments need mail accounts for test users so that end-to-end flows (invitation send, verification, return-path evidence) can be exercised without a production provider and without hand-crafted fixtures for every case.

This workplan adds a test mailbox harness: a Maildir mailbox source, a containerized SMTP/IMAP test server, deterministic test-user accounts, and end-to-end tests that drive /v1/send into the harness and scan the resulting mailboxes back out through the existing scanner.

The harness is test infrastructure. It does not make email-connect a mail provider or an MTA operator, and it must not weaken the evidence discipline: mail observed in a test server is still provider/MX-level fact, never proof of delivery, awareness, identity, or authorization.

2. User Story

As a developer or CI job, I want to start one container, send invitation and verification mail through email-connect to per-test mailboxes, and then scan those mailboxes with the normal scanner path, so that I can assert on end-to-end behavior without a live provider and without network egress.

3. In Scope

  • A maildir mailbox source alongside the existing fixture and imap sources.
  • A containerized SMTP + IMAP test server for integration tests.
  • Deterministic per-test-user account provisioning and reset.
  • End-to-end tests: send through the transactional service, scan through the scanner, assert evidence rows.
  • A documented strategy for bounce/complaint/deferral realism, which local servers cannot generate honestly.
  • Documentation and a decision record for the chosen approach.

4. Out of Scope

  • Operating a production or internet-facing MTA.
  • Owning DNS, TLS certificates, rDNS, SPF/DKIM/DMARC, or spam filtering.
  • Mailbox write-back actions (the scanner stays read-only; mark_seen remains rejected).
  • A mailbox management UI or user-facing account provisioning.
  • Replacing the fixture path as the default test source.
  • Integrating s/qmail — see DECISIONS.md, "Test mailbox harness: purpose-built test server over s/qmail".

5. Design Constraints

The harness must respect the existing seams rather than introduce new ones:

mailbox.protocol     fixture | imap | maildir     (src/email_connect/mailbox.py)
SMTP provider        EMAIL_CONNECT_SMTP_HOST/PORT (src/email_connect/transactional.py)

Pointing tests at the harness must require configuration only, not code branching inside the scanner or the transactional application. No test-only code paths may exist in the production send or scan logic.

The fixture source remains the default for unit tests: deterministic, offline, no container required. The harness is the integration tier.

6. Evidence Semantics

Mail retrieved from a test server carries exactly the same evidence ceiling as mail retrieved from a real mailbox. Specifically, the harness must not be used to justify any of:

message was delivered to a real inbox
recipient became aware of the message
recipient identity was verified
recipient was authorized

A test-server acceptance is provider_accepted and nothing more. Tests that assert stronger claims are defects in the test, not features of the harness.

7. Work Packages

T01 - Maildir mailbox source

id: EMAIL-WP-0005-T01
status: done
priority: high
state_hub_task_id: "28856bdc-7ea2-44ce-8c06-88bf006e17fd"

Tasks:

Add protocol: maildir to config and AppConfig validation
Implement MaildirMailboxSource reading new/ and cur/ per Maildir spec
Derive stable message identity from Maildir filename plus existing dedup keys
Support incremental scans via scan_cursors for maildir sources
Preserve raw_message_ref as a maildir:// reference
Reject mark_seen for maildir the same way IMAP does
Wire the source into source_for_config
Add unit tests over a temporary Maildir tree

Acceptance:

The scanner reads a Maildir directory, classifies messages, and produces the
same evidence rows as the equivalent fixture directory, with deduplication and
incremental cursors working across repeated scans.

Done 2026-08-14:

  • MaildirMailboxSource reads new/ and cur/, skips dotfiles, prefers cur/ when a base name appears in both, and emits maildir://<root>/<subdir>/<file> refs. mark_seen and a missing directory both raise, matching the read-only IMAP contract.
  • Identity is the Maildir unique name minus the :2,FLAGS suffix, so it is stable across the new/cur/ move. It is carried on a new MailboxSourceMessage.dedup_uid and appended to the message dedup key only when set, leaving existing fixture and IMAP state-store keys byte-identical.
  • Cursor ordering parses the Maildir delivery time rather than comparing names lexically, so cursors stay correct as the time field changes width.
  • Fixed alongside: the parse-failure path keyed identity on raw_message_ref, which a new/cur/ move rewrites, so an unparseable message re-registered as new on every rescan. It now prefers the source uid when one exists. Behavior for fixture and IMAP sources is unchanged.
  • source.maildir_dir added to config and the example file; source_for_config validates it. include_seen: false skips S-flagged messages.
  • Tests: tests/test_maildir.py, 11 cases including maildir-vs-fixture evidence parity. Full suite 38 passed.

T02 - Containerized SMTP/IMAP test server

id: EMAIL-WP-0005-T02
status: done
priority: high
state_hub_task_id: "967d2bab-43e3-4240-8bd5-c657ba4178ff"

Tasks:

Select and pin a test mail server image providing SMTP and IMAP
Add a compose or container definition under a test harness directory
Expose SMTP and IMAP on fixed local ports with non-secret test credentials
Document startup, teardown, and health check
Add a config profile pointing mailbox.protocol imap at the harness
Add a config profile pointing the SMTP provider env vars at the harness
Ensure the harness never binds a routable interface by default

Acceptance:

One documented command starts a local mail server; the scanner can complete an
IMAP scan against it and the transactional service can complete a send to it,
using committed non-secret test credentials only.

Notes:

Preferred candidate is GreenMail, which serves SMTP and IMAP and creates
accounts on demand. Mailpit is the fallback for send-side-only inspection and
does not exercise the IMAP source. Record the choice in DECISIONS.md.

Done 2026-08-14:

  • tests/harness/docker-compose.yml runs GreenMail 2.1.12, digest-pinned, SMTP 3025 / IMAP 3143 / API 8080, all bound to 127.0.0.1 only. The image ships no curl/wget/nc, so the healthcheck probes both mail ports with bash /dev/tcp. Verified healthy.
  • greenmail.auth.disabled with no declared users: any login is accepted and the mailbox is created on first use, so T03 needs no provisioning step. Declaring users and enabling auth-disabled conflicts — GreenMail tries to auto-create the login and collides with the declared address.
  • config/harness-imap.yml scanner profile; env-var recipe for the send side in tests/harness/README.md.
  • GreenMail standalone has no STARTTLS support (confirmed against the shipped jar's property builder — only plain and implicit-TLS setups exist), and SMTPProvider hardcoded starttls(), so no send could reach it. Added an EMAIL_CONNECT_SMTP_SECURITY mode defaulting to starttls; plaintext is refused for any non-loopback host and hostnames are never resolved to decide it. See DECISIONS.md.
  • Verified end to end: SMTPProvider.send → GreenMail → ImapMailboxSource fetch, then the documented CLI (scan-mailbox --config config/harness-imap.yml) against the live harness — 1 message seen, parsed, 1 evidence event.
  • Tests: 14 offline cases for the transport-security guard in tests/test_transactional.py. Full suite 52 passed, still container-free.

T03 - Test-user account provisioning and reset

id: EMAIL-WP-0005-T03
status: done
priority: high
state_hub_task_id: "c761d26d-a8b0-4b66-ba18-8f22c6d59440"

Tasks:

Define the test-user address convention and test domain
Provide a helper to create or address per-test mailboxes deterministically
Provide per-test reset so state does not leak between tests
Keep test credentials non-secret and committed, never routed through OpenBao
Document the convention and the reset contract

Acceptance:

A test can obtain an isolated mailbox for a named test user, send to it, read
it back, and reset it, with no cross-test interference and no real credentials
involved.

Notes:

Test credentials are deliberately non-secret and belong in the repo. Per
.claude/rules/credential-routing.md, OpenBao and warden route are for real
provider material; the harness must not touch them.

Done 2026-08-14:

  • tests/harness/__init__.py helper package: address(), available(), reset(), users(), smtp_provider(), mailbox_config().
  • Convention is harness.address("<test name>") → slug@harness.email-connect.test. .test is RFC 2606 reserved, so a stray send cannot leave the host. No provisioning call is needed — T02's auth-disabled setup creates the mailbox on first login, so distinct names are automatically isolated.
  • Reset contract: harness.reset() (GreenMail POST /api/service/reset) drops all users and mail; the next login recreates the mailbox empty. Documented to run at test start, so a crashed test cannot leak state forward. It is global, so resetting tests cannot run in parallel against one harness. Verified: send → 1 message and a live user → reset → no users, mailbox empty.
  • Credentials stay non-secret placeholders in the repo; OpenBao is untouched.
  • Tests: tests/test_harness_users.py, 12 cases. Slug and config cases run offline; the three harness-dependent cases skip when it is down. Suite: 64 passed with the harness up, 61 passed + 3 skipped with it down.

T04 - End-to-end send-and-scan integration tests

id: EMAIL-WP-0005-T04
status: done
priority: high
state_hub_task_id: "69655fad-97b8-4c17-bc54-af341aaaf38c"

Tasks:

Add an integration test tier that is skipped when the harness is unavailable
Drive /v1/send invitation and verification flows into harness mailboxes
Scan the resulting mailboxes through the normal scanner path
Assert evidence rows, evidence_ceiling, and absence of overclaiming
Cover idempotency and duplicate-request behavior end to end
Cover suppression behavior end to end
Ensure the default unit test run stays offline and container-free

Acceptance:

An integration run proves send-to-scan continuity against a live local server,
while the default test run remains offline, deterministic, and unchanged.

Done 2026-08-14:

  • tests/test_integration_send_scan.py, 7 harness-gated cases: accepted invitation reaches the mailbox and correlates by Message-ID; scanner ingests it without a delivery claim; duplicate event sends once and returns the same reference; resend delivers a second distinct message; suppressed recipient receives nothing; unauthorized / template-denied / key-mismatch requests never reach the provider; verification mail delivers and reports authorization=false.
  • Suite: 72 passed with the harness up, 62 passed + 10 skipped with it down.

Two production defects surfaced, both invisible to the fixture-only suite:

  • Reply heuristic matched message headers. _looks_like_human_reply ran against headers plus body, so the Received: trace that every MTA-handled message carries matched its "received" keyword. Ordinary mail was classified human_reply with a success.reply_received assessment at medium confidence — exactly the overclaim this repo exists to prevent. Hand-written fixtures carry no Received: headers, which is why only real scanned mail exposed it. The heuristic now takes the body alone; DSN detection still sees headers, which it needs. Same message before/after: human_reply/medium → unknown_return_message/low. Regression test is offline (tests/fixtures/mailbox_transit/ordinary_transit.eml).
  • Provider reference was not a real reference. SMTPProvider.send fell back to abs(hash((recipient, subject))) because it set no Message-ID. Python randomizes string hashing per process, and equal recipient/subject pairs collided. Outgoing mail now carries a proper RFC 5322 Message-ID, which is returned as the reference — so an accepted send can be tied to a message later observed in a mailbox. This is what makes correlation testable at all.

T05 - Bounce, complaint, and deferral realism

id: EMAIL-WP-0005-T05
status: todo
priority: medium
state_hub_task_id: "48b8eaf9-5a4b-437b-ad2c-952907340ed7"

Tasks:

Document that local servers do not generate realistic DSNs, complaints, or deferrals
Keep crafted .eml fixtures as the deterministic path for those classes
Add a helper to inject fixture messages into a harness mailbox or Maildir
Define an optional staging tier using provider simulator addresses
Document which evidence classes are only reachable in the staging tier

Acceptance:

Every evidence class the parser recognizes has a documented, reachable test
path, and the limits of the local harness are stated explicitly rather than
papered over.

T06 - Documentation and decision record

id: EMAIL-WP-0005-T06
status: todo
priority: medium
state_hub_task_id: "0599de98-c0ff-4160-a2c8-54265b31ca5d"

Tasks:

Write a test harness tutorial covering start, send, scan, assert, reset
Extend docs/mailbox-report-tutorial.md with the maildir source
Record the DECISIONS.md entry for the harness approach and the s/qmail rejection
Document the three test tiers: fixture unit, harness integration, provider staging
Document the evidence ceiling that applies to harness-observed mail

Acceptance:

A new contributor can start the harness, run the integration tier, and
correctly state what harness-observed mail does and does not prove.

8. Completion Criteria

This workplan is complete when:

  1. mailbox.protocol: maildir is supported, tested, and documented.
  2. A pinned containerized SMTP/IMAP test server starts from one documented command with committed non-secret credentials.
  3. Test users get isolated, resettable mailboxes by convention.
  4. Integration tests prove send-to-scan continuity while the default test run stays offline and container-free.
  5. Every recognized evidence class has a documented, reachable test path, with local-harness limits stated explicitly.
  6. Documentation and the decision record are in place, including the evidence ceiling for harness-observed mail.