Sending no longer needs a user password for Microsoft 365. When
SMTP_OAUTH_TENANT_ID, SMTP_OAUTH_CLIENT_ID and SMTP_OAUTH_CLIENT_SECRET
are set, the shop fetches an app-only token from Entra ID and signs in to
smtp.office365.com with XOAUTH2. This works with security defaults and
MFA, survives the end of SMTP basic auth (default off from end of
December 2026) and limits the app to the one mailbox Exchange grants it
(SMTP.SendAsApp + Add-MailboxPermission). Password login stays available
for other providers; a partial OAuth setup never silently falls back.
- lib/ms365-oauth.ts: token cached until 5 minutes before expiry,
concurrent requests share one fetch, forced refresh after a server
rejection, 15 s timeout, tenant id validated before it enters the URL,
client secret redacted from every error.
- lib/smtp-diagnose.ts: explains AADSTS7000215 (secret ID instead of
value), 7000222 (expired), 700016 (unknown app), 90002/900023 (tenant)
and maps a rejected XOAUTH2 login to missing mailbox access.
- Admin e-mail test shows the auth mode and lists missing settings.
- k8s manifests, preflight check and README (step-by-step Entra and
Exchange setup) updated; misplaced SMTP_PORT comment moved.
Verified against Entra ID and smtp.office365.com with fake values:
AADSTS90002 is classified as tenant error without leaking the secret,
an invalid token yields 535 5.7.3 and is classified as mailbox access.
Co-Authored-By: Claude Opus 5.5 (1M context) <[email protected]>
Mail failures were only logged as a bare error, so a broken Microsoft
365 setup showed up as "no emails arrive" with no cause. Now:
- lib/smtp-diagnose.ts maps SMTP errors to a cause with German
instructions: security defaults, SMTP AUTH disabled for tenant or
mailbox, MFA/conditional access, SendAsDenied (SMTP_FROM differs from
the mailbox), wrong credentials, basic-auth retirement, network, TLS.
The password is redacted from any echoed server message.
- /admin/e-mail-test verifies login and sends a real test email to the
signed-in admin only (no free recipient, rate limited, audit logged)
and shows the server message, the cause and the settings in use.
- The transport now requires STARTTLS on port 587 so credentials are
never sent unencrypted, strips a trailing newline from secrets (a
common kubectl/base64 mistake) and logs the diagnosed cause.
Verified against smtp.office365.com with a fake account: STARTTLS
succeeds and "535 5.7.3" is classified as wrong credentials.
Co-Authored-By: Claude Opus 5.5 (1M context) <[email protected]>
