Dallas Cowboys’ 2019 Coach Search with Jerry Jones

6The best coaches

Jon Gruden coached the Tampa Bay Buccaneers in 2008, and after that, he worked in the ESPN’s Monday Night Football booth. Although he wasn’t active as a coach for a while, the Oakland Raiders offered him a $100 million contract, and it is an offer you cannot reject.

In 2006, we watched Bill Cowher as a coach for the last time and ever since that he has hosted the CBS’ pregame show. Could Dallas Cowboys offer him a contract he would not be able to say “no” to? Besides Cowher, perhaps Dallas could bring Sean Payton. He has been in New Orleans for a long time, and after 2018 seasons, a lot of things can happen.