Look forward to hearing the results of your chat session
In the meantime, for a quick test to eliminate anything to do with the Outlook profile, can you create a new Outlook profile and configure the accounts using the <App Password> as the email account password
a) - With Outlook closed open the Control Panel <Mail> app
Just in case you need info regarding how to access the Control Panel Mail app, that's described in the following article by Outlook MVP Diane Poremsky
Where is the Control Panel Mail icon?
https://www.slipstick.com/how-to-outlook/where-...
If using Windows 11
How to Open Control Panel in Windows 11
https://www.lifewire.com/open-control-panel-in-...
b) - Select <Show Profile> --> <Add> --> give the new profile a name (no need to remove the existing Outlook profile)
c) - Configure your email account(s)
*** if you want to configure the accounts as IMAP accounts, you should just need to enter the email address and <App Password> as the account password and Outlook will automatically configure the account using IMAP
d) - Set the newly created Outlook profile as the default for the next time Outlook is opened otherwise it'll use the old profile
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