Wade Phillips (Dallas Cowboys)
Wade Phillips is beloved by players in the NFL, especially those who have played for him, but he has had a rough time as a head coach, particularly in the playoffs.
Phillips actually has a very good regular season track record with a record of 82-64, but as a head coach, his teams are 1-5 in the playoffs.
With the Cowboys, he faced a very difficult task of replacing the retired Bill Parcells.
Phillips was signed to an extension for his solid work with the Cowboys but was fired midway through the extension after the Cowboys started the 2009 season with a 1-7 record.
He was hired the next season as the defensive coordinator for the Houston Texans with Gary Kubiak, who later hired him with the Denver Broncos (where he had previously been the head coach) and Phillips orchestrated on of the best defensive performances in league history, earning his first Super Bowl title as a coach.