Friction

Pain point · Integrations · Blocks work

Custom SMTP with Office 365 or Outlook times out

1 source thread · first seen 2025-03

Summary

Auth emails fail with a 504 timeout when custom SMTP points at Office 365 or Outlook, though it works with Gmail and with the same credentials from Python.

Affects
Teams using Office 365 mail for auth emails

Evidence

Excerpts are copied word for word from the source; follow the link to read it in full.

“Custom SMTP does not work with MS Office 365 or Outlook (smtp.office365.com or smtp.outlook.com)”

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