Serial ‘Bachelor’ Contestants Who’ll Make You Feel Better About Your Single Status

Ashley Iancotti

Number of Bachelor Shows: 3

Ashley I. dialed up the drama in her first appearance in Bachelor and ultimately couldn't get anything to stick for real when she popped up in Bachelor in Paradise season 2 (or 3). She spent a lot of emotional energy obsessing over Jared Haibon. They're still friends-ish and single enough where they got on Hinge after the app offered to pay for any Bachelor contestant's wedding. You know, provided they met their S.O. on their iPhone. Celebrities, they're just like us…?

Jared Haibon

Number of Bachelor Shows: 3

Jared fell head-over-heels for Kaitlyn Bristowe in The Bachelorette, and later found himself in the center of a love triangle between Ashley and Caila Quinn on his second appearance on BiP. He was able to leave with the latter, but six weeks after leaving Mexico the two called it quits.

Chad Johnson

Number of Bachelor Shows: 3

Oof, Bad Chad. The villain of JoJo Fletcher's season made two return trips to Paradise, and was memorably ejected during his first day for some seriously aggro behavior. Like, true facts, if you're looking for love it isn't a good look to start ranting about how you'll "murder everyone here." It's not shocking that he needed to work some things out on Famously Single.

Erica Rose

Number of Bachelor Shows: 3

Throwback! The "socialite" had a hard time finding a beau during her time on The Bachelor and two stints on Bachelor Pad. But as a technicality,
she legit just got married. Good on her for finally making it stick, you know?

Tenley Molzahn

Number of Bachelor Shows: 3

Likewise, shout-out to Tenley Molzahn who recently, like REAL recently got engaged, but we'll never forget all the heartache she endured on The Bachelor and two different spin-offs, both Pad and Paradise.

Amanda Stanton

Number of Bachelor Shows: 3

Technically, she won season 3 and got engaged to Josh Murray, but that was dunzo just in time for her to join BiP season 4. And most recently she shelled out the receipts that her season 4 Bachelor in Paradise boyfriend Robby Hayes cheated on her. You deserve better, bb.

Josh Murray

Number of Bachelor Shows: 2

Speaking of which, Josh was able to win Andi Dorfman's heart in her season of The Bachelorette before putting a ring on Amanda. So you know, honorable mention for two broken engagements.

Nick Viall

Number of Bachelor Shows: 4

Ugh, what can we even say? Nick was the runner-up twice on The Bachelorette – once to Josh Murray when it came to Andi's season and once to Shawn Booth when it came to Kaitlyn Bristowe's season, and he like, still hasn't let go of it, we guess. Even after we gave him his own Bachelor season in which he ended up with Vanessa (what even) he could not make it work. Whatever, Nick. Just please don't make a return trip to Paradise, okay? It's getting weird.

Chris Bukowski

Number of Bachelor Shows: 5

BUT WAIT. CHRIS. BUKOWSKI. Nick can't even touch this guy. Chris' Bachelor efforts go all the way back to 2012, he was a recurring face on The Bachelorette, he stopped by the now defunct Bachelor Pad, and he was on Bachelor in Paradise for a hot sec.

Apparently, that last stay was anything but a paradise for Chris. The five-timer got black-out drunk and bounced after a day. "I returned to Bachelor in Paradise in hopes of finding a date to my sister’s wedding," he told Chris Harrison at the time. "I left without a single memory of my time there." Dark.

Clare Crawley

Number of Bachelor Shows: 3

After her crazy hookup with Juan Pablo in The Bachelor and two stints on Bachelor in Paradise, we ship Clare and the raccoon, and that's all there is to it.

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