I have no idea whether it's technically legal, actually. But I'm working off two premises: 1. The author doesn't care about legality, since he's finally resorting to piracy anyway. 2. The author would like to compensate MS for the use of a Windows license. If those are true, then buying a copy but actually using a pirate copy does what the author wants.
Eh, the author wants to pay MS money for the product, but also to be able to use the product without jumping through a bunch of stupid pointless frustrating hoops.
MS insists these hoops are needed.
The author, after years of giving MS money and jumping through hoops decides to stop giving them money, and stop jumping through the hoops.
The author is trying to tell MS, in the post and with the lost sale, that the anti-piracy measures are totally counter-productive, and have pushed a paying customer into a pirate.