Hi, I've had the same problem. For about 6 months from August 2023, Outlook 2013 has worked without a problem using an 'App Password', however in the last week something has changed. Initially I fixed the issue by removing App Passwords and generating a new one. But then two days later the problem returned. This time using a new App password didn't work. (App passwords are explained here.)
The following worked for a while, but not for long:
- I updated the registry as per the advice on the page 'How modern authentication works for Office 2013, Office 2016, and Office 2019 client apps'.
- Rebooted PC.
- With Outlook not started, I went in to the Control Panel and into the Mail (Microsoft Outlook 2013) (32 Bit)
- Went into Account Settings
- Picked the @outlook.com from the list of accounts and pressed repair.
- When the repair was complete I closed the open windows.
- Started Outlook. As Outlook was starting it gave a message about changes requiring Outlook to restart. It asked for the password. I waited for Outlook to finish loading, closed the password screen, then closed down Outlook.
- Started Outlook again. It started without asking for a password and is connected to my account.
However, the next time I started Outlook, it again asked for a password!
So, I've tried the App password approach again, and it connected by that method. But then 5 minutes later it is asking for a password again.
The behaviour seems to be random.
Is this happening to everyone with Outlook 2013? Is there a solution?
I am wasting hours on this, it is very frustrating.