Personally, if I had made the kind of money Romo has made, I'd be more concerned with making a name for myself in my profession, which as I said before will compensate him as well.
If Romo doesn't take a pay cut, I'll see it as a sign that he isn't willing to bet on himself, and doesn't really believe in this team. He's rich, his family will want for nothing, the difference in the money he would forfeit next year wouldn't change anything in his life for the negative.
I don't know if I would go so far as to say that if he won't take a cut then he doesn't believe in the team, I'd lean toward him lacking the savvy and intelligence to make this risk/return investment.
I'm quite certain smarter people than myself could do a mathematically calculation of the value of a Super Bowl win to an NFL QB over the course of his life that could be brought to a net present value as of the date of any contract negotiations and this would be the basis for selling said QB to give the team the discount, not to mention the obvious benefits of leading by example to free up salary cap for the rest of the team.
I'm absolutely certain he would make more money in the long run were he to win a Super Bowl not to mention the non financial benefits that come with being the QB of a Super Bowl winning Cowboys team. The question is what is that value today?
If jerri, et al were smart they would have some number crunchers work these calculations up for each player (as well as the additional revenue they will receive as a result of the exposure they will get for playing for the #1 franchise in terms of popularity) and use these figures to convince players of making team friendly deals.
I've said it multiple times but the lack of a sales tax, low cost of living in DFW, greater market exposure (& therefore greater outside revenue sources) can't be matched by any other team in the league. These alone should always give the Cowboys a discount in virtually every contract negotiated.
A winning team is like a rising tide that lifts all boats (players salaries & $$ opportunities).
How else can you explain the fame of a pretty insignificant special teams player like this guy: