Outlook Won'T Connect Update To Office

I completely deleted Office 2016 including all Library files and reinstalled it.

I opened Outlook in that new, fresh user profile and setup the Exchange mail account in Outlook without any issues at all.

Going back to my main user account, I was able to connect to the Exchange server using Mail App, and I was able to access the account from within a Windows VM in Parallels using a Windows install of Office 2016.

So I know that the computer can see the server from within my user profile, just not from within Outlook apparently.

Something is preventing Outlook 2016 from connecting to this Exchange account, but only in this specific macOS user profile.

I am stumped. I would greatly appreciate any community support with this.

Outlook Won'T Connect Update To Office

Something in the 15.29 or 15.30 update to Office caused some issues.

I figured I would share the solution here in case others are looking.

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Outlook For Mac Won'T Connect