Using the nooks and crannies of Puget Sound as cover, Roy Olmstead ran a massive bootlegging empire during Prohibition. He was nonviolent, creative, and a whole lotta fun. And on top of that, he managed to have a lasting impact on the US legal system. Not bad for a former cop.

God Wants You...To Make Me Rich!: The Crimes of John Alexander Dowie
1:00:26

Full of (John) Bull: Horatio Bottomley
55:52

The Rebel With A Cause: Rodney Wilkinson
1:02:07