Highest Office Held: Governor of Illinois
It's difficult to disgrace yourself further after you've been arrested on charges of selling a vacant Senate seat. And yet the world has Rod Blagojevich. While Blago's appearance on Celebrity Apprentice is his most memorable attempt to do just that, there were many more ridiculous moves pulled as he plummeted to the bottom.
His wife appeared in his place on I'm a Celebrity...Get Me Out of Here! in 2009; he starred in a Second City satirical musical, Rod Blagojevich Superstar; and he claimed that he was "blacker than Barack Obama" before he was shipped off for his 12-year prison sentence.
Excellent work, sir.