Bobby Bones Presents: The BobbyCast

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 her a house. Plus, Bailey and Bobby talk arena pressure, the fear of losing it all, and what he’s building for his biggest tour yet.
The BobbyCast is now streaming full episodes on Netflix!
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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 before things finally clicked.
The BobbyCast is now streaming full episodes on Netflix!
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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 call out the trends that somehow still haven’t died. Expect a fast-paced rewind, a few “no way that was 2016” realizations, and plenty of side commentary along the way.
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Bobby and Eddie share their Top 10 country artists right now. They decide to do it as a true 10-to-1 countdown, which leads to a few quick switches, disagreements, and some “how is he that low?” reactions as they compare lists and explain their rankings. Then Bobby weighs in on the latest Country Music Headlines about Florida Georgia Line possibly getting back together and what that would actually mean in 2026, plus their reaction to Maren Morris’ criticism of country music and the conversation it’s sparked. And they address the big question floating around: are The Raging Idiots done, or is something else going on?
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Bobby and Caitlin finally sit down for a pregnancy Q&A, pulling from the questions they’ve been saving and answering the stuff people actually want to know: what’s surprised them, what’s been tougher than expected, and what they’re most excited (and nervous) about as the due date gets closer. They also get into a surprisingly heated debate: is it a “nursery,” a “baby bedroom,” or are we overthinking this already? Caitlin breaks down how sleep has been going in the third trimester (with the sleep scores to prove it), how acid reflux is changing the day-to-day, and what “no-sleep season” is starting to look like in real time. And yes, they address the big question everyone keeps asking: the baby’s name. They explain why they’re keeping it under wraps and what it’ll take for that secret to slip.
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See omnystudio.com/listener for privacy information.