The Bachelor season rankings: All Bachelor seasons ranked

14. Ben Flajnik: Season 16

Before Ben Flajnik got his chance as the season 16 lead, he had to endure being rejected while proposing to Bachelorette Ashley Hebert. When he responded with a simple “wow”, his heartbreak was felt and heard all around the world.

Luckily, ABC gave Flajnik a chance to redeem himself and perhaps find love by making him the lead of The Bachelor season 16. You would think when you’re given another shot at love you would do all you could to ensure success.

Unfortunately for Flajnik, he fell head over heels with contestant Courtney Robertson, who was infamously deemed the “villain of the season”. Those who watched his season will never be able to forget their skinny-dipping date in the middle of the night, and many more questionable moments. The season ended with Flajnik proposing to Robertson, but they didn’t quite make it to the altar. Their relationship was on and off for a while but they officially parted ways in Oct. 2012.

In the days since Flajnik has been rumored to have dated Kris Jenner (yes, Mama Kardashian) and Jennifer Love Hewitt. Nowadays, he’s nestled away in San Francisco, working at Yelp, and co-running his spirits company, Fernet Francisco.

And as far as we can tell, he’s still single and ready to mingle.