It isn't as bad as you think as Windows Server becomes less and less purely graphical with each new version. Windows Server 2008 was substantially scriptable via PowerShell. And crucially it can be configured in what Microsoft calls "Server Core", which basically means no GUI. Admittedly this wasn't a huge success as many applications still expected a GUI to exist. Microsoft is fixing this with Windows Server 8 though!... I hope :)

Largely the LockerGnome editorial stance from the top is against Linux, and also anti Windows. Some of the writers might be Linux and Windows users, but over and over in Chris Pirillo's videos he seems compelled to take little swipes at both Linux and to a lesser extent Windows. As far as I can see there's nothing to report here. Don't take this as me being a LockerGnome or Chris Pirillo hater. I read LockerGnome and find some of the stories useful. A couple of the writers know their stuff, and even Pirillo himself despite the clown image he cultivates knows his stuff, if you've ever heard him talking about website usability this is clear.

That's just the LockerGnome style, it seems to me that they see themselves as a bit of a tightly knit community and it is common for them to name drop members of that community as though the whole of humanity should know who "superstar" Stacy Pharis is... Superstar? Why? Who is he? Also, from what I hear they will do more of these "personal" stories. To me it seems rather pointless. Some dude who we don't know anything about has some doubts about the OS he is using and discusses this with "superstar" Stacy Pharis who in the community is a relatively well known Linux sceptic.