2) Good luck finding an insurance company that would play ball. Insurance companies won't even provide health insurance to regular retired players after they leave the NFL. They'd take one look at that Romo proposal and be like "lol nope".
Lol, good point. Lloyds of London maybe?
I wonder who insures these guys in college I read about.
Keep in mind in my scenario, they aren't insuring the full 100 million dollar contract, they are just insuring the savings Romo gave the team. So if he reduced his contract by 6 million, thats the total amount insured. Would that possibly make it easier to insure?
Who knows, but if I was in charge, I would turn over every stone and use every legal trick in the book to stretch every last dollar of the salary cap in order to give the team the best chance of success.