kmt1.hashnode.devComprehensive Troubleshooting for Entra ID Cloud Sync - Part 4The Actual root cause: Installing AADCloudSyncTools & prerequisites After changing the UPNs and restarting services, I was still getting timeouts. In desperation, I turned to Microsoft's documentation and discovered the AADCloudSyncTools PowerShell m...Feb 2·2 min read
kmt1.hashnode.devComprehensive Troubleshooting for Entra ID Cloud Sync - Part 5Based on my experience, here's the troubleshooting workflow I'd recommend for Cloud Sync issues: Phase 1: Initial Checks Check sync status in Azure Portal: Entra ID → Cloud sync → Configurations Check provisioning logs: Entra ID → Monitoring → Prov...Feb 2·3 min read
kmt1.hashnode.devComprehensive Troubleshooting for Entra ID Cloud Sync - Part 3The Potential root cause: UPN Domain Mismatch After hours of troubleshooting, I discovered a possible root cause. My on-premises users had UPNs like: Testuser@main.KMTHomelab.com SamuelGreeb@main.KMTHomelab.com But in Azure, my only verified doma...Feb 2·2 min read
kmt1.hashnode.devComprehensive Troubleshooting for Entra ID Cloud Sync - Part 2The Problem → *.msappproxy.net issue Even after getting users to sync, I noticed errors in the provisioning logs about connectivity to *.msappproxy.net endpoints. The agent was intermittently losing connection to Azure. The *.msappproxy.net issue is ...Feb 1·2 min read
kmt1.hashnode.devComprehensive Troubleshooting for Entra ID Cloud Sync - Part 1Introduction When I set out to implement Azure Entra Cloud Sync in my homelab, I thought it would be a straightforward afternoon project. Configure the agent, point it at my on-premises Active Directory, and watch my users magically appear in Azure. ...Feb 1·5 min read
