I have a Mac, but occasionally have to use the Windows-version of SketchUp (our company has a Windows-only add-in developed). The license I use seems to indicate the Bootcamp partition as two different machines when you run it natively (dual-boot) versus virtually (inside Parallels). I can activate the same license perfectly fine in both configurations, but cannot switch. So if I activate in Parallels, it needs to be reactivated in Bootcamp and vice-verse.
I understand this is probably a non-supported case, but it is very inconvenient, to say the least. As the license is accepted in both environments, it feels quite limiting.