Football fans need to be careful what they ask for, they just might get it and have it turn out differently than they thought. When you have to pay a player as much money as he is likely to demand, teams can be left holding the bag if he gets seriously injured. The cap hit is the same whether he's playing or not and if he suffers a career-ending injury, his remaining signing bonus is accelerated into the current year - ouch.
It's a gamble but Jerry likes to gamble - it's almost as if he didn't know that gamblers are losers, it's the gambling houses that are making the money, not the longshot players.