20. Tom Flores
Nobody would dispute that Flores is an NFL legend and a brilliant head coach. After all, he was a two-time Super Bowl winner. To say otherwise is simply nonsense, but it could be argued that his time with the Raiders fizzled out. Finally, after finishing 5-10 in his last year, he moved to the Raiders’ front office after overstaying his welcome as a coach.
Flores’s last few seasons with the Raiders had proven he was a fading force but the Seahawks went after him anyway. Three disappointing seasons followed in Seattle until they finally cut him loose. It was an ignominious end to a brilliant coaching career. Maybe it’s not fair to say he should have been fired earlier, but he definitely was the wrong man for the job.