Bobbycast
#579 - Milo Ventimiglia on His First Big Yes, Gilmore Girls & This Is Us
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'…
1:12:00
#578 - Stephen Wilson Jr. on Going from Scientist to Musician and Turning Tragedy Into Art
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 get…
1:08:02
#577 - Kaitlin Butts on “You Ain’t Gotta Die” Going Viral + Stage Vulnerability
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 …
1:04:11
#576 - Cody Johnson on Ear Injury Recovery, Rodeo Life & What Prison Is Really Like
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 …
56:45
Remembering Brad Arnold of 3 Doors Down
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 deat…
49:32
#575 - Derek Hough Talks DWTS + New Dad Life + The Stolen Mirrorball
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 myst…
43:46
#574 - Blake Shelton on The Voice, The Downside of Stardom and His Perfect Day
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, B…
54:15
#573 - Bailey Zimmerman: Country Rockstar Life, Mom's New House & Car Obsession
Bailey Zimmerman is back to break down the real “country rockstar” life—from his coffee 'replacement habit' to his car obsession and why he refuses to sell anything. Then it turns serious as he shares the full story behind the viral videos with his mom, her health scare, and buying and rebuilding h…
1:03:58
#572 - Kenny Chesney on Fame, Music and Can He Ever Go Unnoticed in Public?
Country music legend Kenny Chesney joins the show to talk about the aspects of his career fans don’t always see or hear. He shares the hit song he’s gotten tired of playing live, breaks down how he physically preps for stadium tours, and looks back on the early failures that shaped his career path …
1:06:02
#571 - We Time Travel to 2016 + Top Music and Pop Culture Moments from 10 Years Ago
We’re jumping back to 2016 and reliving the moments that defined the year: headlines, pop culture, sports, and the stuff you forgot was everywhere. Bobby, Eddie and Brandon travel through the biggest events from 10 years ago, debate what actually mattered versus what just felt huge at the time and …
33:44