Bobby Bones | From Food Stamps to Radio Fame: DWTS, Childhood & the Stories He’s Never Told!

#908. This week on Off the Vine, Kaitlyn sits down with radio powerhouse Bobby Bones — and what starts as a conversation about success quickly turns into one of the most raw and unexpected episodes we’ve ever recorded.

Bobby opens up about growing up with very young parents, childhood without money, and realizing early on that he was chasing love through performance. He shares deeply personal stories he hasn’t told in years — including why vulnerability didn’t feel safe, how success complicated trust, and an unexpected act of kindness that left him emotional for days.

And yes… we go there on Dancing With the Stars! Bobby clears the air on the Mirrorball controversy, what was really happening behind the scenes, and reads a never-before-opened DM from Tom Bergeron for the first time on the podcast.

We also get into identity, rejection, why Bobby has never had a sip of alcohol, the anxiety that still keeps him up at night, and an embarrassing childhood story that’s both traumatic and hilarious.

Trust us, you’re going to want to hear this one!!

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EPISODE HIGHLIGHTS: 

• (9:25) — Growing up without money or Santa Claus, and what it was like being raised by teenage parents
• (14:40) — The first time Bobby ever said “I love you” — and why it didn’t happen until his wife
• (26:58) — The unexpected act of kindness from a stranger that left Bobby crying for days
• (1:11:19) — Bobby opens and reads a never-before-seen DM from Tom Bergeron about the Mirrorball controversy
• (1:20:20) — The embarrassing childhood story Bobby has never lived down — and how it still affects him today

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