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July 8, 2025 46 mins

#856. Joe Bailey is back with that Southern charm, unforgettable accent, and a whole lot to say! He shares how he got cast on The Bachelorette after a two-hour audition (and met Cupcake in the hallway), relives the infamous sumo wrestling date where his balls made a surprise appearance, and laughs with Kaitlyn about being the group date groupie who was constantly pushed out of his comfort zone!

But Joe also gets real—opening up about the dark aftermath of Bachelor in Paradise, the intense hate he received, and how it took a serious toll on his mental health. He’s still figuring out what’s next (stand-up comedy, maybe?), but one thing’s clear: there’s no one like Joe Bailey!!

Enjoy this honest, hilarious, and long-overdue reunion!

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EPISODE HIGHLIGHTS: 

  • (2:50) – Joe’s casting story + meeting Cupcake in the hallway!
  • (15:05) – The full play-by-play of the infamous sumo wrestling ball sack incident!
  • (28:40) – Joe opens up about the dark aftermath of Paradise and the toll it took.
  • (38:34) – Joe’s advice to future Bachelorette contestants—and why he wishes he’d slowed down!


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