Who is The Worst Rich Cheater?

These are wealthy movie characters, usually villains, (especially the Bond villains), who cheat at gamboling, sports, and games “... over a chunk of money that wouldn't support him for two days!” (Harry Gondorff, The Sting (1973)). It is not like they need the money because they don’t. Cheating when one can easily afford to lose just simply goes against the spirit of games, sports, and gamboling. Who one is the worst?

To report another cheater to the sports and gaming commission, go here.