23. Elvis Grbac, Baltimore Ravens (2001):
The Baltimore Ravens won the Super Bowl in the 2000 season thanks to a historic defense that is legitimately one of the best of all-time. Trent Dilfer was simply a game manager on offense, and they apparently thought they didn’t need him any longer. So they let him walk and decided to pay Grbac a bounty to the tune of five years and $30 million.
He repaid them by throwing more interceptions than touchdowns the following season, with 18 picks to 15 scores. He did lead to the team to a playoff birth and a Wild Card victory over the Dolphins, but his performance was considered a big disappointment. He also threw three interceptions in a season-ending loss to archrival Pittsburgh in the Divisional Round. The Ravens asked him to take a pay cut after the season. He refused and was let go.