21. Jim Haslett
First of all, Haslett had a really tough hand to deal with during his time with the New Orleans Saints. Everything started fantastically, with a 10-6 first season and the franchise’s first-ever playoff win. The NFL even named him as the Coach of the Year. But that was as good as it would get for Haslett in ‘The Big Easy.’
Haslett managed to make the playoffs one more time but his final three seasons saw the Saints regress. Back to back 8-8 seasons before a 3-13 in his last year saw him leave with a whimper. 2005 was a rough year for the Saints with Hurricane Katrina uprooting the team, but Haslett was past his best at that point anyway.