30. Lane Kiffin
Kiffin had one of the shortest tenures on this list but still somehow managed to overstay his welcome in Oakland. He signed up as the youngest head coach of the modern era. But instead of bringing a fresh impetus to the Raiders, he brought inexperience and was a trainwreck. In fact, Al Davis tried to fire him in January of his first season but somehow didn’t pull the plug. He then tried to pressure the young man into resigning.

But after a 4-12 season, Kiffin wanted a second chance to implement his ideas. He lasted for one game into his second year in 2008 before Davis fired him. The pair developed a horrendous relationship. Firstly, Kiffin didn’t want rookie quarterback JaMarcus Russell (and it turned out he was absolutely right) and it all deteriorated from there. However, he did have a great college career so it turned out well for him.