@tomb
macOS Oct 30, 2026

Mail on mac says connection to the server failed

Apple Mail keeps throwing "connection to the server failed" for my work account. Same account works on my phone and in the browser. Rebuilt the mailbox already.
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clevlensain_setup Nov 04, 2026
tomb
Open Window > Connection Doctor in Mail first. It lists every incoming and outgoing server and shows which one is failing, which saves a lot of guessing. If it's a Gmail or Outlook account, the usual cause is that the stored sign in expired or the password changed. Those use a browser style login now, so the cleanest fix is System Settings > Internet Accounts, remove the account, and add it back. For a work or ISP mailbox, go to Mail > Settings > Accounts > Server Settings and check the server names and password are still right, and that automatically manage connection settings is ticked unless your provider told you otherwise.