Outlook Asking for Password in Windows

Issue/Question

I have to log in to Outlook every day. 

Outlook keeps asking me for my password

I keep getting a Windows Security popup in Outlook

Error:  It looks like this email is used with more than one account from Microsoft.  Which one do you want to use?

Environment

  • Windows 10
  • Outlook 2016
  • Outlook 365

Cause

 

Resolution

Run Diagnostics

  1. Go to https://diagnostics.outlook.com/
  2. Click Download
  3. Install and run Support and Recovery Assistant
  4. Select appropriate options

Install Office 365

  1. Follow these instructions to install Office 365