mac for outlook keeps asking for password for office 365

The setup on the service side was straight-forward, but the client-side is giving me fits.

However, at work, Outlook continually prompts me for the password.

The only variable is the internal autodiscover which is still pointed to our current service.

Outlook still shows Connected to Exchange so I think Outlook is just wigging out because of the internal autodiscover.

This seems to be more of an annoyance than anything, but I just wonder if theres a way to get out of it without changing or deleting the internal autodiscover which may cause local clients to wig out and I dont want to deal with the panicked help desk calls.

Try adding entries to your host file on the test machine to point to the Office 365 services instead of the internal.

This way you wont have to change the DNS everyone else uses until you are ready to make the switch.

I was about to add autodiscover to my host file but somehow didnt think that would work because you cant add an MX record to the hosts file.

Many times Ive been able to correct logon issues by blowing out any entries related to O365 and logging back in.

Mac For Outlook Keeps Asking For Password For Office 365