There is no reason to think he'll be a useful guest judge on Shark Tank or a worthwhile color commentator.
He is well-known, so maybe his presence will increase viewership. That's not my gripe.
My gripe is that he's still on the Yankee payroll. So consult or something. When you're not consulting, maybe you can do something useful for your $21 million, like alphabetize the helmets in the locker room. For the players on the field who get paid to play baseball.