This season, Tony Romo was not the issue, it was Rob Ryan's defense.That's impossible, Rob Ryan said he's the best DC in football.
To start off... Tony Romo, regardless of what abilities you add to his game, will never, and I mean ever, surpass Aaron Rodgers.
Moving on, when I really think about it, I just don't see Romo being able to win a championship. Don't get me wrong, he has a lot of talent and when he's on, his game can compete with anybody's. The problem is that he falters in high pressure situations because he doesn't have enough mental strength. He's not consistent enough, well, he is at falling apart when it matters most, but that doesn't get you a ring. If Aaron Rodgers was on the Cowboys instead of the Packers, he'd still have a ring.
If I'm Jerry Jones, I give Romo two more years to win a championship. If he plays phenomenal and the players around him play bad, then I'd keep him, but if he continues to not perform in the playoffs, he's gone. I'd draft a quarterback in the lower rounds right now and sit him behind Romo for a few years and let him get acclimated to the system with some experience on the field. If Romo fails, then throw this guy in there and he should do fine with the amount of weapons he has around him, assuming they still have Witten, Bryant, and Austin for years to come.