Managing personal Outlook.com account settings, security, and privacy
Same issue here. Windows 10 (Office 365) computer keeps asking for the password on my hotmail account. Windows 11 computer does not repeatedly ask. Sometimes this will go for days without asking and then it will have a period when it asks every time it checks email.
I have noticed that if I go to outlook.com and check my email with the browser, Outlook stops asking for the password for a while. It is like it is satisfied that the request is coming from a valid computer or something.
The whole issue started around February and is very irritating. THIS NEEDS TO BE FIXED ON MICROSOFT'S END!