Managing personal Outlook.com account settings, security, and privacy
Hello Shin KOH (NPARKS),
Thank you for posting in the Microsoft Community Forum.
I understand that you're experiencing issues with your Hotmail account. I understand how frustrating this can be, but I'm here to help you resolve this issue.
Based on the information you provided, it seems that the issue is related to the "Auth" not being supported by Hotmail. Upon further research, I found out that this is a known issue wherein signing into Outlook.com through Basic authentication may experience recurring password prompts in Outlook and other third-party email applications. To resolve this problem in the meantime, please follow the recommended user actions stated on this article. Outlook and other apps are unable to connect to Outlook.com when using Basic authentication - Microsoft Support
Hope it helps. If you have any further questions or concerns, please don't hesitate to ask.
Sincerely,
ReynaldoB
Microsoft Community Forum Moderator