Don't be too quick to dismiss war "gaming". Some of it is for real. In spite of the name, the military does a lot of it at the leadership level, and it is no "game". Think of it as extensive scenario testing prior to starting the real thing.
Don't know about this guy specifically, although he seems to be both informed and connected.
The gripes about Holsinger seem to concern his credentials, though there was a hoot by someone who says Kuwait is too small to deploy a corps. My experience with credential complaints about news commentary is that those generally come from people who feel threatened. They're afraid they can't refute what was said so they attack the guy who said it.
You can generally tell when someone's an idiot about these things. This isn't.