Using Classic Outlook on Windows for personal email, calendar, and contact management
I don't know exactly what you've done to fix your problem. If it works for you, great.
I use the New Outlook application on my PC (Windows 11) and the Apple app-specific passwords keep resetting for unknow reasons.
The inconvenient result is the un-synching of my iCloud Mail from my Outlook app. Then I have to go back to my Apple Account and re-generate a new app-specific password for Outlook.
How many times am I going to have to do this?