Outlook office 2016 keeps asking for password for my personal email but not for my company email.

Hi,

I was suffering the same problem, but for me it doesn't look like an issue related to local machine instalation or configuration, it's more related to a 2FA matter.

I decided to enter to OWA to check the security configuration to see if there is some section related to the approved devices or some else.

The surprise was when I entered the login credentials on the OWA it asked me the 2FA (I have not configured any 2FA in my account). I had to validate from my outlook mobile app and not from the microsoft authenticator app. After that Outlook 2016 has never asked me for the password again.

So, those are the steps that worked for me:

• Have the outlook account configurated in the Outlook mobile app (Android in my case)
• Login to: https://outlook.live.com from your computer. It asks for the 2FA authentication.
• Validate from your oulook mobile app.

I hope it helps.

Thank you.

Hi,

I was suffering the same problem, but for me it doesn't look like an issue related to local machine instalation or configuration, it's more related to a 2FA matter.

I decided to enter to OWA to check the security configuration to see if there is some section related to the approved devices or some else.

The surprise was when I entered the login credentials on the OWA it asked me the 2FA (I have not configured any 2FA in my account). I had to validate from my outlook mobile app and not from the microsoft authenticator app. After that Outlook 2016 has never asked me for the password again.

So, those are the steps that worked for me:

• Have the outlook account configurated in the Outlook mobile app (Android in my case)
• Login to: https://outlook.live.com from your computer. It asks for the 2FA authentication.
• Validate from your oulook mobile app.

I hope it helps.

Thank you.

This did not work. I think it worked for about 10 minutes, then a reboot of laptop and its back to frequent password prompts. I am curious, has this worked for anyone else?

same password prompting issue since the announcement of the Russian hackers into Microsoft's software vaults back in January 2024, either Microsoft does not care or they are trying to forcefully drive the customers in a different direction.

The issues are all coming from Microsoft's side of things. Nothing we can do on our local systems makes any difference. just my 2 cents worth since i've had this password issue and have tried all the suggestions above and beyond required with no solution.

Maybe a class action lawsuit needs to be started with Microsoft over this issue. Anyone else have this feeling? Anyone know how to start one?

I wonder if anyone tried with Thunderbird instead of M$ products to isolate the fault as coming from mail servers or the outlook app? I have a customer with this recurring bug with an old hotmail address so I will try Thunderbird and keep you all posted.