The 10.10.5 update description says it 'improves compatibility with certain email servers when using Mail' - thinking this might be a clue? \domain\user instead of domain\user ) but doing so returns a bad user/pass error. I have seen this solution of adding an additional backslash to the beginning of the domain (i.e. But the prompt still appears on every send/receive. There is also a login entry displayed in Keychain Access. I have tried repairing Keychain Access a few times (on Verify, it says there is never a problem) and deleting/recreating the keychain login entries for Outlook, but I continue to be prompted to reenter my credentials:Īfter entering the credentials, I show as connected and can send/receive all my mail.
After applying the Yosemite 10.10.5 update and Security Update 2015-004 (1.0), my installation of Outlook 2011 prompts me for a password every time I check for mail.