There might be a lot of reason why Outlook password keeps on prompting, but here is a great registry trick and I am going to add this to my daily routine to see if it does fix the user problems.
- Go to Registry Editor.
- Go to – HKCUS
- Expand the key options and go to the AutoDiscover folder
- Create a new DWORD and name it ExcludeExplicitO365Endpoint.
- Set the value of the above key to 1.
- Save & exit.
- Restart Outlook and see if the problem is resolved.