What bowlers may not get is that Bill Simmons has a large built in ESPN audience. He fully admits that he's not a bowler and isn't trying to act like he knows the game, or trying to overpower Randy. If you read his columns or listen to his podcast, he's actually a bit low key on the broadcast.
I find nothing wrong with bringing in some different personalities that might bring in a different audience. As both a bowling fan and someone who reads his columns, I thought it was fine for a one-time affair.