25. Ray Handley
Handley had the communication skills of a jailer on death row. Nobody wanted to listen to him during his ill-fated reign as head coach of the New York Giants. Meanwhile, he also handled some key decisions very badly. This included his pick for starting quarterback. After winning the Super Bowl the year before, fans expected continued success. But they didn’t get it.

Instead, they received an 8-8 season after he benched Phil Simms. Things got worse a year later. Handley hired Ron Rust as defensive coordinator, the season after his horrendous 1-15 season as Patriots’ coach. That went down like a sack of potatoes. Finally, his sophomore year ended 6-10 and the Giants fired him. However, he had already run a Super Bowl contender into the ground.