https://aaronwarwick.com/tags/windows/Recent content in Windows on Aaron WarwickHugoen-usTue, 21 Apr 2026 00:00:00 +0000https://aaronwarwick.com/posts/rdp-on-azure-joined-pcs/Tue, 21 Apr 2026 00:00:00 +0000https://aaronwarwick.com/posts/rdp-on-azure-joined-pcs/<p>I have been remoting into Windows machines for over a decade. Domain-joined, workgroup, across VPNs, across the internet. RDP is one of those things that just works once you flip the toggle and open port 3389. Until it does not.</p> <p>This week I spent hours chasing an RDP failure on an Entra-joined machine. The machine was on the same subnet, on the same switch, plugged into the same network as the source machine. Everything about it should have been a two-minute connection. Instead, I ended up knee-deep in packet captures, NIC driver investigations, certificate stores, and registry edits before I found the actual problem.</p>