What really impresses me about Bob is this video where he describes his home server setup about eight minutes into the video. Nine servers? (I sure hope he has a low-power blade setup, or maybe he uses the top part of his server rack as a pizza oven.) Here is a company VP who doesn't mind getting his hands dirty with the products his group makes, a real technical alpha dog. That might be one reason why the Server group seems to put out good products; it's led by someone who understands the issues of installing, configuring, and running the software.
Now to be sure, I think server products benefit from the bike shed phenomenon. Everybody has an opinion on Windows Vista because it's all about the look and feel. Fewer people feel compelled to chime in about Windows Server 2008 because it's "just" infrastructure, out of sight and out of mind until something goes wrong. Both the dog food and the dog make a difference when it comes to building a product where few things go wrong.