Tim Couch
Couch broke records during his days as the Kentucky Wildcats’ quarterback. The Browns made him the first-overall pick in 1999 but he didn’t live up to this lofty status. They committed to him for too long as he spent five seasons with the franchise. Couch and Cleveland made the playoffs once during this run but it was an anomaly.

He left Cleveland with 64 touchdown passes and 69 interceptions. Fans booed him as if he threatened to cancel Christmas. He tried to make multiple comebacks but didn’t convince anybody that he was a decent NFL quarterback. It’s amazing after he landed in the league amid much hype (via ESPN).