Rodgers has a ring and a string of Division Championships to merit his contract. Brady, even if we ignore the cheating years, has a long string of division championships. Both guys have put up stellar numbers, year after year. Flacco at least has a ring, I guess and a shot at advancing this year, especially if hey get Wife Beater back. What exactly have Cutler and Romo produced to justify being in the same bracket, aside from the desperation of their teams at the position? Detroit could find itself in dire straights, too, if they have another late season melt down but I think they may actually go to the playoffs this year.
The fact is Brady has regularly redone his deal to get room for more talent, since he does not care about the money as much and can go bang supermodels once he is done. Rodgers deal is designed for longevity because he does not want to end up like Favre did, i.e. stuck with shit talent for ten years. The Bears built one of the worst poison pill contracts since the Sanchez one, which is why Jay can sit there biting his nails while his team is getting shelled on national television. Romo's deal is not as bad, but it is still fairly toxic and disproportionate to his results, particularly if you take his back injury issues into account.
Having said all that, I cannot say I entirely blame those teams for cutting those deals, because finding someone who throws the ball worth even half a shit is tough and fans have no patience for development these days. They think any QB can come out and spark a team to a string of wins and that is the normal state of affairs. That believe leads to things like the Kaeperbro and Tebow scenarios, though Kaeper does produce at times and his contract is very team friendly.