#5. Jason Garrett
Let me ask you a question: Is Jason Garrett a winner? I think the overwhelming answer you’d get is a resounding “no” from most fans. Although his coaching record of 62-49 (.559) seems to indicate otherwise.
But let’s not forget, Garrett had zero experience when it comes to being a head coach at any level of football prior to taking over for Wade Phillips and America’s Team back in 2010. So the last eight seasons have literally been on-the-job training for the former back-up quarterback.
And it can be argued that no other head coach in Dallas Cowboys history has been given the leeway Garrett has since Tom Landry. The latter didn’t have a winning season in Dallas until his sixth year. (7-7, 1965)
After Garrett was named the official head coach for the Cowboys in 2011, he proceeded to take the team to three straight 8-8 seasons without a playoff berth. A 12-4 season likely saved the young coach’s job, earning him a five-year, $30 million extension. Garrett promptly thanked Dallas going a mirror-opposite 4-12 the following year.
That dumpster fire of a season allowed Dallas to draft running back Ezekiel Elliott fourth overall and skyrocketed the Cowboys to a 13-3 record in 2016. Garrett would go on to win the NFL Coach of the Year award, yet lose in the team’s lone playoff appearance.
This season, the Cowboys started the year out slowly, losing three of their first five games. And as many search for answers as to why, the main question continues to linger … Is Jason Garrett a winner? If the answer is no, than Dallas will remained doomed until they fire him or somehow luck their way into a Super Bowl.