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S is for Sheldon Adelson.

Mitt RomneyBarack ObamaSheldon Adelson
The Las Vegas magnate was the Super PAC personified. He spent more than $100 million to bankroll Newt Gingrich against Mitt Romney and then Mitt Romney against Barack Obama. Apparently making billions in the casino business doesn’t make you a good gambler. NICHOLAS KAMM, AFP/Getty Images