Actor Milo Ventimiglia sits down with Bobby and shares what he learned working alongside Will Smith, then breaks down the TV breakthroughs that changed his life—from getting on the map with Gilmore Girls to launching into a whole new stratosphere with This Is Us. He also gets real about the “99 no' before a yes” grind, how he memorizes lines, and when you’re allowed to ad-lib (and when a set won’t let you change a single word). Plus, the unexpectedly hilarious side of Milo: Blue Angels stories, “chirping,” and why he has very strong opinions about passing out mid-flight and what it was like learning to sing for a new role when vocals weren’t even in his bag of tricks.

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Kat takes the lead as teacher in this episode, walking Amy through a deep dive on Mel Robbins, the controversy around her Let Them Theory, and the viral poem by Cassie Phillips that started it all. Together, Amy and Kat explore plagiarism claims, the idea of “cruel optimism,” and why so many self-help messages start to feel like sales pitches. They share what first drew them to Mel, what’s changed over time, and the 5 questions we can all ask before deciding who to trust in the self-help world.

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HOSTS:

Amy Brown // RadioAmy.com // @RadioAmy

Kat Van Buren // @KatVanburen

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Stephen Wilson Jr. joins Bobby to tell the wild path that took him from the science world to writing songs for a living. He talks about what he did before music, why he finally took the leap, and how that analytical brain shows up in the way he writes, records, and builds a career. Stephen also gets into the grind of starting over, how the loss of his father fueled him, and what he’s chasing next as his story keeps getting bigger.

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Kaitlin Butts sits down with Bobby to break down how “You Ain’t Gotta Die” went from a song in her set to the one people show up already knowing—thanks to a viral moment, a karaoke run-in, and a soundcheck decision that unexpectedly changed everything. She talks about why the track feels cathartic to sing, what it’s like hearing a crowd belt it back, and how leaning into vulnerability on stage has become the whole point. Plus: growing up between city life and Oklahoma country life, navigating industry attention after the song popped, and why being fully yourself is the only strategy that lasts.

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Cody Johnson stops by to talk about the scariest kind of setback for a singer: damaging his ear and wondering if his voice would ever feel the same again. He walks Bobby through the surgery, the unexpected upside of vocal rest, and what it’s like recording a new album after that kind of fear. Then it gets real-life Cody growing up near Huntsville, Texas, sneaking into bars at 14 to sing, and the no-plan-B moment that pushed him to chase music for real. Bobby also digs into Cody’s unique perspective from being around the prison world through his dad’s job, including what people get wrong about it and what actually happens day to day. Plus: the rodeo lifestyle, building his ranch, the Houston Rodeo break, riding out on a horse, and why entertaining a crowd still feels like a drug.

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Bobby remembers Brad Arnold, frontman of 3 Doors Down, who died on Saturday February 7th at the age of 47 following a battle with cancer.

He was diagnosed with stage 4 clear cell renal cell carcinoma, a type of kidney cancer, in 2025. The band shared a statement on social media announcing his death. Brad stopped by back in 2019 to talk about their biggest songs Kryptonite, Here Without You, Be Like That and more. Brad wrote most of their first record when he was in high school and started as the singer and drummer for the band.

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Bobby sits down with Derek Hough to talk about new-dad life, the pressure, the learning curve, and why bonding looks different for everyone. Then they dive into Dancing with the Stars: the grind before the show, how competitive it really gets, Mirrorball trophy chaos, and the stolen Mirrorball mystery that still makes everyone ask, “Wait… where did it go?” Derek also shares how he handled nervous partners (and brought people out of their shell), plus the celeb seasons that changed everything for him. And he remembers Len Goodman the way fans didn’t always see him, before teasing what’s coming on his “Symphony of Dance” tour. Get tickets HERE

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Blake Shelton sits down with Bobby and talks The Voice—how he got the call, why he worried it might be “selling out,” and how it changed his level of fame. He also gets real about what it’s like being a different kind of famous, needing thick skin, and why he’s happiest keeping life simple. Plus, Blake breaks down his perfect day: the ranch with Gwen and the boys, and weather he’d take at 5 degrees over 100.

The BobbyCast is now streaming full episodes on Netflix!

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