29. Romeo Crennel
We like Romeo Crennel as a defensive coach. We like him even better as a person. However, he’s simply proven not capable as a head coach in the NFL. After being one of the league’s most gifted defensive minds, Crennel got his shot as the head coach for both the Cleveland Browns and the Kansas City Chiefs. In six combined seasons as a head coach, Crennel finished with a .337 win percentage (28-55) and zero postseason appearances. The final straw came with his stint in Kansas City, as Crennel won only four of a possible 19 games.
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