Sport: Baseball
Career: 1962-1983

The Hall of Fame pitcher admitted to doctoring baseballs (with spit or Vaseline) for the majority of his career, before finally being caught in his 21st season. We'll never know how many of those 314 career wins he would have earned had he not cheated. However, we do know that the mention of Gaylord + Vaseline made this ESPN ad one of the most interesting athlete commercials in history.