I have the latest version, same as Shiena. But am having a similar bug. Everytime I plug in the USB, I have to re-enable developer mode. Then I try to see the device via 'adb devices' at which point the headset asks for permission to connect to the PC. I give permission in the Quest, the then the device does not show up in adb, and when I connect with my phone, developer mode has been disabled. This has been going on all day.
This is extremely frustrating as I have no ability to use adb with my Quest or test my software.