Tony Romo was a great QB who had all the tools but he needed to be coached. The biggest failure of the Jason Garrett era was his inability to further develop and coach Tony Romo. Going from Parcells to Wade/Garrett is like going from a great symphony orchestra to a high school band. And I can say the same thing for the idiot GM who couldn't build a defense to compliment his franchise QB.
One of the great tidbits from the 30 for 30 was when Parcells and Jerry sat Romo down in a small room to pressure him into signing a contract extension. Romo knew he wasn't going to play as an UFA unless the team had a financial investment in him and he wouldn't accept the offer Parcells and Jerry put in front of him. Jerry agreed to Romo's terms and when Romo walked out, Jerry and Parcells knew they had found their QB because he didn't wilt under their pressure. Great segment.
If Parcells had stayed a couple of more years, the book on this team and Romo would have been totally different. Instread, he had to endure a HC who was learning on the job and carried him during most of his tenure in Dallas. Romo made a lot of people a lot of money, including Garrett, Jerry, Miles Austin, Dez Bryant, Laurent Robinson, Patrick Crayton, Jason Witten and even Doug Free.
It's really too bad. Romo wasn't perfect but he could have had a few more shots at the playoffs and beyond had the novice HC not blown a few games during the regular season that would have made the difference in going to playoffs or staying home at 8 and 8. What a waste of a franchise QB.