Dennis Erickson
Dennis Erickson’s first stint in the NFL didn’t go as planned. In three of his four seasons with the Seattle Seahawks, Erickson finished with the wildly mediocre 8-8 record. He was fired after failing to make the playoffs and returned to the college football ranks, before taking another job in the NFL, this time with San Francisco 49ers.
Things only got worse for Erickson. His 49ers never finished with a winning record and in 2004, after going 2-14, he was fired with three years remaining on his contract. You really have to hate someone a lot to be willing to pay them for three years not to coach your team.