Chosen Solution
Hey everyone, Super interesting issue. Previously it would reboot just fine when connected to the dock but now it just stays on the windows/surface logo screen. It reboots perfectly fine when disconnected from the dock. Any idea what it could be? Troubleshooting already done: Uninstalled the surface dock firmware (did not delete the driver) and plugged back in. Tried to manually update the firmware on the surface dock and I don’t see a version number change. I’m going to reach out to Microsoft as well but wanted to put this here in case anyone has had this issue before.
Found the problem: Check Point Endpoint Full Disk Encryption doesn’t allow for a surface to reboot fully with the lid closed. It always stops before it gets to the pre-boot screen. I tested on 2 other Surface Books we have and the result was the same. To fix it: We removed pre-boot and FDE and replaced it with Bitlocker. Reboots just fine now.