1. 2007 – Life’s a beach
This was supposed to be the year Dallas returned to glory, with Tony Romo leading the way with a high-powered offense featuring Terrell Owens, Jason Witten, and Marion Barber pounding the rock. Romo finished second in touchdowns and third in yards, yards per game, and QBR.
It was the best season for the Cowboys in over a decade, as they won 13 games while capturing the No. 1 seed in the NFC and home-field advantage. Unfortunately, they ran into a Giants team in the divisional round that they’d swept during the regular season and beaten by double digits in both games.
That playoff upset was also surrounded by controversy, as this was the year Tony Romo (with then girlfriends Jessica Simpson), Jason Witten, and others traveled to Cabo San Lucas during the playoff bye week they’d earned. Whether it truly had anything to do with the team coming out flat against the Giants will never be known, but they sure got their share of criticism for the timing of their vacation.