Outlook 2013 keeps asking for my outlook.com password

I had this same issue begin at the end of January 2024. It was coincident with a Windows 11 update the one that installed AI, so I thought the update had caused the problem. I re-imaged with Macrium, back to my pre-update Operating System, and the issue remained.

I logged onto my Windows 8.1 computer, which I had not used in months, and which had never had the problem, and found the same issue with Outlook 2013 there. So my conclusion is, it is not an Operating System problem, but it is an Outlook.Com problem.

I conclude the solution is either to:

1. Get and Application password login credential from Outlook.Com.
2. Get another web based email account, to use with Outlook 2013, and forward all your Outlook.com mail through there.
3. Just deal with the popups, on my computer, it doesn't seem to happen much once I've started Outlook, unless I shutdown or something.

Just a note, it took me days to figure this out, I actually originally had reimaged only the Operating System partition to start with, and was trying to figure out how the problem could still be under my E:\Working Files, User Profile, App Data folder, before I made a new image of my current files, and imaged back to previous image of December 2023, to find the problem remained.

I have the same problem. I started getting dialog box Windows Security asking for password and not remembering it after reinstalling Outlook 2013 Hotmail account on a new Windows 11 machine.

Same outlook account was working fine on Windows 10 machine before. Now my Hotmail account asks for a password every restart. It even keeps asking after that. Sometimes it works and gets mail, sometimes it doesn't with no error message. It is very strange.

I have been using hotmail (currently outlook.com) from browser and was happily using it from Outlook 2013. After reinstalling the same acoount on Windows 11 I started having this problem. No matter what I tried, I could resolve this issue. Why does Outlook keep asking for password and not store it even if I check remember checkbox.

I realised if you to to e-mail accounts setting and try to repair my hotmail account it does not work. I you try to set it up again manually, you get a dialog box: Microsoft Exchange with tabs: General Advanced and Secutity. In the Security part there is a checkbox: User Identification - Always prompt for logon credentials. This checkbox is grayed out. It seems unchecked by default. You can get to this by not running outlook and using Control Panel > mail icon, account settings. I couldn't modify it.

Any suggestions?

My two affected accounts are both outlook.com accounts. My primary account is a live.com account which at the moment works ok.

Unfortunately the pop-up boxes started reappearing very frequently, but only for the two out of my three accounts that are not primary. Entering the correct password doesn't seem to achieve anything. Just closing the pop-ups makes them go away for a few minutes. Clicking on "Need Password" in the status bar will still reconnect each account without prompting, which makes me think that whatever is continuously prompting for the password is a secondary service not related to email (like the OneDrive storage accounts in Outlook for Android that I mentioned earlier). Emails go out and come in normally on all three accounts, but switching folders or previewing messages takes longer and sometimes makes Outlook 2013 unresponsive for 5 to 10 seconds. Also, a banner appeared that says "We can't show MailTips right now" for the two non-primary accounts when composing a new message.

I too haven't had issues for the last 24 hours. All of my three Outlook / Live accounts are syncing and sending / receiving email normally in Outlook 2013 at the moment.

Let's hope this was a temporary issue, probably caused by changes to the authentication processes behind the scenes where someone or something temporarily affected older Outlook versions.