Dear U_Nuwan,
Thank you for your update, and I truly appreciate the time and effort you've invested in working through the recommended steps.
Since the problem is isolated to one mailbox and continues to persist, we may be dealing with a deeper issue that warrants further investigation.
I'd suggest trying the following steps:
- Test the Affected Mailbox on Another Device If possible, configure the same mailbox on a different Windows device using the New Outlook. This can help determine whether the issue is tied to the mailbox itself or the local environment.
- Check for Hidden Corruption or Sync Conflicts
- In Outlook, go to File > Info > Account Settings > Account Settings > Data Files.
- Select the affected mailbox and click Open File Location.
- Right-click the OST file > Properties > General tab > check for abnormal file size or frequent modification timestamps.
- You can also enable the Sync Issues folder (via Folder List view) to check for any logged errors.
- Run Microsoft Support and Recovery Assistant (SaRA)
- Download from https://aka.ms/SaRA-OutlookAdvDiagnostics
- Choose “Outlook keeps prompting for password” or “I’m having problems with my email” to run a full mailbox health check.
- Escalate to Microsoft 365 Admin Support As Microsoft Community Moderators, we have limited access to tenant-level diagnostics and configuration tools. Since this issue appears to be isolated to a single mailbox and persists despite multiple remediation steps, we recommend escalating it through your Microsoft 365 Admin Center by submitting a support ticket. This will allow our engineering team to review mailbox-level logs and sync telemetry to identify any potential service-side or backend-related causes.
Please let us know if you’ve already submitted a support request sharing the case ID will help us coordinate more effectively. We're committed to helping you get this resolved.
Warm Regards,
Chris-DKN - MSFT | Microsoft Community Support Specialist.