Jake Pavelka easily takes the cake as the most notorious Bachelor. He first starred in the fifth season of The Bachelorette, and after being eliminated by Jillian Harris, became the 14th Bachelor. Bonus? He’s a pilot. Jake was a pretty boring bachelor—until the end of the season, that is. He chose Vienna Girardi over Tenley Molzahn, and proposed to her in the season finale.
They not-so-shockingly broke up within months, and wouldn’t you know it, ABC was able to film a “breakup special” just a day after the split. It’s worth watching just for their immature jabs that eventually end with Vienna walking off the set. Since then, Jake’s appeared on Dancing with the Stars and even poked fun at himself with Joel McHale on The Soup. We’d give him another chance.