The next player on this list did actually win a Super Bowl, but Bucs fans would argue that it happened with the wrong team.
The Tampa Bay Buccaneers have a troubled history with their quarterbacks. Too many players have come into Tampa Bay, struggled due to a lack of necessary help, and then eventually moved on to massive success with other organizations.
Quarterback Doug Williams will always be one of the most prominent question marks in Buccaneer history. The fact that the team moved on from a quarterback that was consistently improving in most categories was incredibly confusing.
Perhaps there are similarities between this scenario and another one that has happened in Tampa Bay recently.
After his last year on contract being the first-round pick for the Bucs in 1978, Williams was unable to get a reasonable contract offer from Tampa Bay going into the 1983 season. Williams was grossly underpaid during his time, and letting him walk due to a contract dispute over a modest sum is always one of the biggest mistakes in team history.
Quarterback play was very different during this time and is hard to compare to the modern era. Still, Williams showed clear improvements and proved that he was a top-tier quarterback when he won a Super Bowl with the Washington Redskins.
Williams may have gotten a rough deal from the Bucs, but he undoubtedly deserved to win a Super Bowl with Tampa Bay.