I haven't read Thurrott too often, but in the few times that I have, I've actually been somewhat relieved that he does maintain some degree of cynicism about how the company works. I am a former Microsoft employee and I get irritated about a lot of MS boosterism I see on the web in recent years; it's hard to read and more dogmatically pro-MS than most MS employees I know. But Thurrott doesn't strike me as one of those people. He knows where some of the bodies are buried and isn't shy to voice concerns.
There is one difference between them; With Thurrott, Microsoft is not always the best at everything. Rather, they are supposed to be but fail from time to time.
Gruber once mentioned that he'd like to have Thurott on The Talk Show. I'd love to hear that.