I can see why someone heading for prison would want to learn a bit about proper prison behavior and such, but hiring a "coach" does seem a bit excessive. Surely there've been books written on the subject. All he'd need to do is read one or two of them...

Wait a minute, we're talking about Plaxico Burress, here...

Okay, he'd have to hire someone to read them to him anyway. What the hell? Might as well go ahead and hire the coach.