Date: 10/9/1919
Sport: Baseball
Punishment: All participants banned for life from baseball

While a guy who may not have even participated ("Shoeless" Joe Jackson) is easily the most famous, the 1919 Chicago White Sox needed more than just one person to intentionally lose the World Series. "Chick" Gandil was the ringleader of the entire operation, and he used his connections to the criminal underworld to ensure a big payday for all involved. The entire team hated owner Charles Comiskey, who was a legendary scrooge that made sure his players made the absolute least amount possible, and this hatred was really the biggest motivator for all the players involved.