13. Jerry Jones – Dallas Cowboys
The Cowboys won their last Super Bowl back in 1996. Since then it’s been years of agony for the most lucrative team in the NFL. Jones has been in charge for over 30 years and it’s fair to say that fans have long since lost patience with him. They’ve won three Super Bowls with him but those feel like distant memories now.

Jones definitely has an ego problem. Jimmy Johnson is one of the greatest coaches in NFL history but the owner got jealous of him taking all the glory. That was a terrible decision because they’ve been a basket case of a team ever since. Perhaps the nickname ‘America’s Team’ actually fits.