14. Cleveland Browns
Light is finally on the horizon for the Browns after a couple of the most damning seasons in NFL franchise history. However, let’s ignore 2020 for the moment and just look at their overall season records. They won just four games between 2014 and 2017 and became just the second team in NFL history to post a winless record the latter year. That is astonishingly bad by anybody’s standards.

Meanwhile, their most recent postseason appearance was way back in 2002 when they crashed out in the Wild Card round of the playoffs. It’s been a long wait for Browns fans. Furthermore, the team has had historic problems in the quarterback position and front office mismanagement has cost them badly down through the years. However, is a new dawn waiting for Cleveland? Time will tell.