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JParMD's avatar
JParMD
Copper Contributor
Jan 27, 2024

Outlook for windows won't connect to outlook server, keeps asking password

Hi there.

 

I am experiencing the following extremely frustrating problem for the last 10 days or so. I have an Office 365 Family subscription and been using an outlook personalized email (mailto:email%20address%20removed%20for%20privacy%20reasons) for about a year or so, without any problems. My mail client is Outlook for Windows both on my laptop and my work PC and I am also using the Outlook app for my android devices (Mobile and Tablet).

 

Things were working flawlessly for more than a year and all of a sudden, last week, Outlook (both on my PC and my laptop) started repeatedly asking for my password for using the outlook SMTP server, although I never changed my password. After hitting OK a few times, the message stopped popping up, only to appear again randomly throughout the day.

 

Since 3-4 days ago, the message stopped appearing for the SMTP server, but started appearing for the outlook.office365.com server (screenshot 1).

 

 

 

I tried everything,  cleared all passwords from Windows Credential manager, removed the email account from outlook and created it again (using IMAP, since auto configuration never worked neither now not in the past), https://support.microsoft.com/en-us/account-billing/using-app-passwords-with-apps-that-don-t-support-two-step-verification-5896ed9b-4263-e681-128a-a6f2979a7944 instead of my normal Outlook/Microsoft password, nothing worked. I installed Thunderbird and setup the outlook email there, the problem still persisted (screenshot 2).

 

 

 

Weird thing is, after hitting OK 2-3 times, both programs (Outlook for Windows and Thunderbird) finally connect to the server and sync my emails, meaning the username and password combo is not wrong !! Also, no problem whatsoever in the Outlook app for Android on my mobile or tablet.

 

 

What in the world is happening ? Can it be a problem on the server's (outlook's) end ? And if yes, why doesn't it affect the Android apps ? I have installed Brave Browser about 10 days ago both on my PC and laptop (was using Chrome up until then). Can Brave be causing the problem through a way I can't even comprehend ? I am running windows 11 with all latest updates on both computers.

8 Replies

  • jkuchtaofmi's avatar
    jkuchtaofmi
    Copper Contributor

    JParMD 

     

    It's been happening to me and another friend too.  Comes in and goes for about a week now.  We ALL wish that Microsoft will fix their servers.

  • josephmmorgan's avatar
    josephmmorgan
    Copper Contributor

    JParMD 

     

    This is happening in my Thunderbird on Ubuntu Linux for about 5 or so days now, so it isn't exclusively a Windows issue.   It has to be on the server side.

     

    • JParMD's avatar
      JParMD
      Copper Contributor

      Kidd_Ip 

       

      Yeah. Both PCs are set to automatically download and install all windows and office updates. New updates have been installed more than a couple times during the last 10 days.

      • Deleted's avatar
        Deleted

        Same issue.

         

        My OWA only syncs one accounts (instead of the 5 I've had synced for years).

        Also an hour or so ago, my outlook app no longer syncs any of the other emails.

        Only  my phone can get emails now. This is insane.  It's all over the web with similar issues recently.

         

        I can't even get to the "sync" settings in OWA anymore to try and refresh. 


        Rebooted a few times.  Everything updated.  

         

         

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