This looks very cool, definitely something I'm tempted to play with (having never done any dev in this area before).
However, the feedback loop for debugging drivers on Windows seems quite manual (https://msdn.microsoft.com/en-us/library/windows/hardware/mt...). On Linux I'd have SSH at my disposal - are there any best practices for speeding up this copy/install process? Cygwin sshd could be an option, off the top of my head?