Don't sweat it, monet. Rob might be telling the truth. "Knowing how to win" and actually winning are, after all, two entirely different things.
It's ironic, in a way, because that's his theme when it comes to AP's. They allegedly "know how to win," but allegedly don't actually win. That's the "Rob theme." So let's take him at his word. He "knows how to win." Maybe he just lacks the discipline to pull off the actual winning.
Projection? Inside joke? A touch of ironic self-awareness? Who knows?