Dear @Shreenanda Ghosh,
Thank you for your response.
From your description, you’re facing two related issues: Device registration failing when activating Microsoft 365 with your work account and Outlook crashing or repeatedly requesting credentials when trying to use both a personal and work account in Outlook Classic
These behaviors are typically caused by conflicting profiles, cached credentials, or device registration/Entra ID (Azure AD) issues. Please try the following steps in order:
1. Disconnect your device from work/school accounts
- Go to Settings > Accounts > Access work or school
- If your work account is listed, select it and click Disconnect
- Restart your computer
2. Clear cached Office and Windows credentials
- Open Control Panel > Credential Manager
- Select Windows Credentials and Generic Credentials
- Remove any entries related to: MicrosoftOffice Outlook ADAL MSOID Your work email address
- Restart your device
3. Remove old Outlook profiles
- Close Outlook
- Open Control Panel > Mail (Microsoft Outlook)
- Click Show Profiles
- Remove all existing profiles
- Create a new clean profile and only add your work account first
4. Test Outlook Behavior
After completing the previous steps:
First, test Outlook with only your work Exchange account.
Once it runs smoothly, add your personal Outlook.com account.
Outlook Classic can experience instability when combining Exchange work accounts and personal Outlook.com accounts in a single profile. To avoid issues, Microsoft recommends one of the following approaches:
- Use separate Windows profiles, or
- Switch to Outlook (New), or
- Access mail via Outlook on the Web.
5. About device registration failure
If device registration still fails after these steps, this usually indicates: A device limit in Entra ID or Conditional Access or Intune restrictions
In that case, your organization’s IT administrator will need to check:
- Entra ID > Devices Sign-in logs Conditional Access policies
Please try the above and let us know if the issue persists.
I hope this information is helpful. If you need any further assistance, please feel free to reach out. We are here to help. Thank you very much for your understanding and cooperation.
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