Hello mani
It seems like you're running into a puzzling issue with Microsoft Global Secure Access and SMB file shares where accessing the file share on your Domain Controller works seamlessly, but the Member Server prompts for credentials. That inconsistency can definitely be frustrating!
Here are a few things you could check to troubleshoot the issue further:
Check DNS Resolution: Make sure that the DNS resolution works properly for your Member File Server. Ensure that you can resolve the hostname from the Connector VM.
Verify Security Policies: Sometimes, domain policies or security policies might differ between the Domain Controller and the Member Server. Check group policies related to authentication and network access.
Authentication Mechanisms: Since you're using NTLM and not yet Cloud Kerberos, it’s worth verifying if your Member File Server has the necessary NTLM settings enabled.
SPN Configuration: You mentioned you've checked the SPNs on the file server. Double-check that they are correctly associated with the service account and that the service account has the right permissions.
Connector Configuration: Since the Connector is properly configured (as per your tests), ensure that there are no additional settings that might be different for the Member Server compared to your Domain Controller.
Windows Firewall: Make sure any firewalls are not blocking SMB traffic between the Connector and the Member Server.
Logs: Review the logs on your File Server and Connector for any errors or warnings that might give a clue about the authentication issue.
As for the documentation, here's a list that may help you with troubleshooting related issues:
Troubleshoot issues with Azure Files On-premises AD DS authentication
Configuring Networking Endpoints for Azure Files
How to enable Microsoft Entra authentication for Azure Files
Troubleshoot Azure Files identity-based authentication and authorization issues (SMB)
I hope the above answer helps! Please let us know if you have any further questions.
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