So as not to mess up my Arduino setup on my Mac I am experimenting with Windows XP in a Parallels Desktop window on the Mac.
I noticed that you have a Maple Mini on order. Would the Parallels setup manage the serial port DTR line the same as under native Windows - that is, do you anticipate that the Mini will honor the DTR, create a reset, and enter DFU mode automatically? That would be pretty cool.
On my Windows 8.1 machine, the auto-reset signal works most of the time. When it fails, it is because I am hung-up, or an ASSERT_FAULT has executed!
Ray