16. Gary Hart's Pulp Fiction
Highest Office Held: Colarado Senator
Gary Hart is best remembered for his failed presidential campaign that fizzled out after photos were released of him with a much younger woman on his yacht, the aptly named Monkey Business. This was two days after he dared the press corp, "Follow me around. I don't care. I'm serious. If anybody wants to put a tail on me, go ahead. They'll be very bored." How do you follow up this exit from the political sphere?
You write a political thriller under the pseudonym John Blackthorn imagining an alternate history of Cuba entitled, I, Che Guerva, that's how.
Time Magazine said of the novel, "His characters wade through the plot as if it were molasses." After all of this, Hart still flirted with a bid for POTUS in 2004. America, shockingly, did not flirt back.