I can tell you what I did to resolve this - and some of the annoyances. Please excuse the roughness of these notes, I'm doing this in transit and am super busy. Normally I wouldn't post something this disorganized. You can skip to the bottom, but the intermediate stuff MIGHT be of interest
Many obstacles surprised me here - and a bunch of old registry notes on outlook I'd made over the years were useless. Granted I haven't had issues in a while.
Firstly - OS is Windows 10/64 Pro 22H2
This did NOT occur on any of my Windows 11 Machines (I did the update on those AFTER I dealt with this mess on my couch clunker - 3-4 hours after, so the update package was likely identical )
I have several mail accounts - two outlook.com, a couple of gmail and my own servers.
I only had a problem with ONE of the outlook accounts. The free one. (other is attached to 365)
I had multiple backup/restore methods set, but 2FA on that account was OFF.
I turned 2FA on - tried resetting the account via outlook FILE/Account settings and via the CP applet - manually. DID NOT WORK.
I tried getting APP passwords - and was even prompted to do so. They ALWAYS failed and I had to use the main PW for the account.
(this indicates to me that SOME authentication is occurring - it rejected the app password, seemed to accept my main PW, but then failed, so....)
I tried removing just that account.... but - these days MS doesn't like that EVEN when I've moved default send/datafile to another account (this is not because of 365 - I use the free account as default datafile for calendar/contacts for reasons to bizarre to explain here - hehe)
In fact I had a real issue removing the Outlook accounts in general - which is strange... I don't do it often, but I used to do it regularly...anyway...
Once I removed them all, I added them in again - HOWEVER I noticed I wasn't being asked for credentials.... so there was some residual BS in the registry. I continued, but THAT FAILED TOO
I removed the profile - which doesn't actually remove the profile.... and it won't let you recreate a profile with the same name. because of that (it just flicks a flag somewhere in the registry - I was too impatient to figure out where the specific flag is ....but this annoys my OCD).
I deleted the profile from the registry. This allowed me to create a new profile with the same name BUT it did not fix the problem.
This is the location of the profiles FOR REFERENCE
- PLEASE DO NOT MESS WITH THE REGISTRY if you don't know what you are doing..... EVER.... seriously.... at least export the profile key
HKCU\SOFTWARE\Microsoft\Office\16.0\Outlook\Profiles
I ended up completely removing Office and reinstalling. Yes, completely.... I HATE doing that.
FYI all the PINNED lists etc in the other apps remained... this was expected, but nice to know (this ASSUMES you are using MS365 of course - and it SYNCS)
Of course - as we all know - restart after uninstall and again after reinstall - THEN do the accounts.
AND - while I always express caution with the registry - so I am NOT advising this - after the uninstall and before the restart, I deleted the ENTIRE 16.0 key in the registry.
(I can't say if the registry bit helped - and I didn't go through every other location related to office in the registry - or touch the older office keys)
I hate doing RE&RE - always the last resort for me.... but....
Typically I prefer to isolate the specific flaw. This is a brute force repair which I personally consider extremely shoddy work.
NO guarantee this will work for everybody/anybody
Again, sorry for this mess of a ramble - I'm doing this from recall - on a plane... surrounded by the new class of travelers that demand every wish and absurdity be met - TickTock twerps ..... hehe...
Cheers