Hi vaiiev,
Good day.
Thank you for posting to the Microsoft Community. We are glad to assist.
May I know what version of Outlook you have? What version of Outlook do I have? - Microsoft Support
One possible reason for this could be that your account settings require a daily login for security purposes so please check with your admin. However, there are a few things you can try to resolve this issue:
- Check your account settings: Go to the Outlook settings and check if there is an option to keep you signed in. If there is, enable it and see if it resolves the issue.
- Clear your browser cache: Sometimes, clearing your browser cache can help resolve login issues. Try clearing your cache and see if it helps.
- Check your internet connection: Ensure that your internet connection is stable and strong. A weak or unstable connection can cause login issues.
- Check this article Outlook continually prompts for password when connecting to Microsoft 365 - Outlook | Microsoft Learn.
Please do not hesitate to contact me with any questions or concerns. I look forward to hearing from you.
Please understand that our initial response may not always resolve the issue immediately. However, with your help and more detailed information, we can work together to find a solution.
Best regards,
Community Moderator