2. Burt Bell:
Bell was an NFL commissioner largely responsible for boosting the NFL to the lofty position of the U.S.’s most lucrative sports league that it enjoys today. In that sense, he’s a legend. However, he was also once a head coach. The results in that area were nowhere near as good.

Bell led the Philadelphia Eagles for five years, and that’s a term that was used lightly. He could only muster a 10-44 overall record, numbers hardly good enough for the harsh critics of Philadelphia. He resurfaced with the Pittsburgh Steelers in 1941, losing the first two games of the year before being forced to resign. Interestingly, he stayed with the team in some capacity until 1945. But after his coaching days were done in 1941, he held multiple records for futility, including the worst winning percentage ever heading into the 2019 season.