Cleveland Browns
The Browns easily claim the top spot on this list. In 2005, Cleveland selected Braylon Edwards with the third overall pick. While Edwards made the Pro Bowl in 2007, he only crossed the 1,000-yard mark once in his career, and Cleveland traded Edwards after four and a quarter seasons.
Since 2005, the Browns have the same number of winning seasons as seasons where they went 0-16. In 2007, Cleveland went 10-6 under Romeo Crennel behind an offense that produced several Pro Bowlers. The team went 0-16 a decade later, during the 2017 season.
However, even during their 10-6 season, the Browns did not make the playoffs. Cleveland’s last two playoff berths came in 2002 and 1994. To put that in perspective, the Houston Texans didn’t exist until 2002. Yet, the Texans made their sixth trip to the playoffs last season.
The Browns are the butt of most NFL jokes, and it’s easy to see why. Since passing on Aaron Rodgers, the organization has hired eight coaches, not counting interim head coach Gregg Williams. The team also has 11 fourth-place finishes in the AFC North over the past 15 years and no first-place finishes.
Quarterback and head coach remain continuous areas of need for the Browns. Since passing on Rodgers, 12 different quarterbacks have led Cleveland in passing yards during a season. Only Derek Anderson, Baker Mayfield, and Colt McCoy led the franchise in passing yards twice during those 15 years.
As head coach Kevin Stefanski enters his first season and Mayfield enters his third season, the Browns must decide whether they can win with their exceptionally talented roster. If not, the team is looking at another long rebuild.