The Tampa Bay Buccaneers have the worst win percentage of any sports team from the big four leagues (NFL, MLB, NBA, NHL). What they did in 1987 is a big reason why.
First, they forfeited their rights to Bo Jackson, and the Raiders drafted him. Then, the Bucs traded their 1984 first-round pick, Steve Young, because they felt he was a bust.
Young had a 3-16 record in Tampa, but those results were due more to a lack of talent around him, both on the field and in the front office.
Bill Walsh and the 49ers saw something special in Young, and he became Joe Montana’s eventual successor during the 49ers’ dynasty.
In exchange for Young, the Bucs received two draft picks. Those picks became Winston Moss and Bruce Hill. They were solid players, but Tampa needed stars, and the Bucs let two get away from them in a matter of weeks.