#550 - Aaron Watson on His Infamous Feud with Bobby + Why He Will Be 'Blitzing' Country Radio for the Next 5 Years + The TikTok Video That Backfired on Him + Having to Be Crazy to Be Great
On this episode of the BobbyCast, Bobby sits down with Aaron Watson for an honest, fast-paced conversation. Aaron opens up about his infamous feud with Bobby—how it started, what really bothered him, and why they’re ready to put the drama in the rearview. He lays out his plan to “blitz” country radio for the next five years—singles, strategy, and the grind it’ll take to make noise on the airwaves. Aaron also breaks down the TikTok video that backfired: what he meant, what he learned, and how he handles the blowback when the internet turns. From independent hustle to major moments, Aaron talks mindset—why you have to be a little “crazy” to be great, the discipline behind it, and how he balances family with ambition. It’s candid, energetic, and packed with the kind of inside baseball you don’t usually hear. See Aaron on Tour: The World A Round Tour and An Aaron Watson Family Christmas Tour. Tickets at AaronWatson.com Check out Aaron's YouTube Channel HERE Follow on Instagram: @TheBobbyCast Follow on TikTok: @TheBobbyCast Watch this Episode on Youtube See omnystudio.com/listener for privacy information.
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#549 - Will Anderson on Putting out a Book of Poems Written by His Late Wife + Bobby & Will Talk Politics: Why Education and Healthcare Should be Free + Origin of his Band Parachute and If They’ll Get Back Together + Difficulty of Dating Again after Losing His Wife
On this episode of the BobbyCast, Bobby talks with singer-songwriter Will Anderson about love, loss, and rebuilding a life in public. Will shares why he’s putting out a book of poems written by his late wife, how he’s preserving her voice on the page, and what navigating dating again has really been like. Bobby and Will also wade into politics—their case for free education and healthcare, the idea of an age limit for the presidency, and whether Bobby would ever actually run for office. Will takes us back to the origin of his band Parachute, the early grind, the breakout, and what it would take for them to get back together. It’s an honest, thoughtful conversation about grief, purpose, creativity—and what comes next. Check out Will on TikTok HERE and Monday Music Club with Willy J HERE Get tickets to see Will, a copy of his late wife's book of poems, and more HERE Follow on Instagram: @TheBobbyCast Follow on TikTok: @TheBobbyCast Watch this Episode on YoutubeSee omnystudio.com/listener for privacy information.
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#548 - Danae Hays on Being Roofied by a Fan + Her First Viral Video Getting 21M Views + The Time a Fan Got Arrested at Her Show + Bobby Says She is the Best Athlete He Knows + How She Landed Four ESPN Top 10 Plays
On this episode of the BobbyCast, Bobby talks with comedian and creator Danae Hays about some very real moments and the weird parts of going viral. She shares the night she was roofied by a fan, what happened after, and how it changed the way she moves through shows and crowds. They get into her first viral clip that hit 21M views, the show where a fan ended up in handcuffs, and why Bobby swears she’s the best athlete he knows. Danae walks through how a former college shortstop turned content maker landed four ESPN Top 10 plays and what that grind actually looks like, and much more! Get Tickets to her 'The First Time' Tour at: danaehays.com Follow on Instagram: @TheBobbyCast Follow on TikTok: @TheBobbyCast Watch this Episode on Youtube See omnystudio.com/listener for privacy information.
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1:02:49
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#547 - Is Bobby Wrong For Being Mad at This Country Artist? + Jeff Pearlman Discusses What He Learned About Tupac While Writing His Book + Why Tupac Died Broke + The Process of Interviewing Over 650 People for the Book
In this episode of the BobbyCast, Bobby shares behind-the-scenes stories from his life in the music and radio industry. He shares why he has been mad at a country artist for years and whether or not he is justified. He reflects on the cliquey nature of the industry, the value of authentic relationships, and why he’s learned to cut out drama and dishonesty. Then, Bobby sits down with bestselling author Jeff Pearlman to dig into the stories behind his deep-dive on Tupac Shakur. Jeff talks about what he really learned while reporting the book—beyond the headlines and mythology—and why such a massive cultural force could still die broke. He breaks down his reporting playbook too: how you track down, organize, and verify insights from more than 650 interviews, and what surprised him most along the way. You’ll hear how money, management, and momentum collided in Tupac’s final years, the moments that reshaped Jeff’s understanding of who Pac was off-mic, and the practical nuts-and-bolts of building a biography at this scale. Pre-Order Only God Can Judge Me: The Many Lives of Tupac Shakur HERE Follow on Instagram: @TheBobbyCast Follow on TikTok: @TheBobbyCast Watch this Episode on Youtube See omnystudio.com/listener for privacy information.
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#546 - Clint Black on Playing Bars for 10 Years Before His Big Break + Fans Showing Up to His House Unannounced + The Story Behind "A Better Man" + His Worst Injury Falling Off Stage + How He Met His Wife + What Is Hard About Being Famous
Iconic country music singer/songwriter, Clint Black sat down with Bobby for over an hour and dove into his decade before the spotlight—ten years of bar gigs that sharpened his craft and set up the big break. Clint also shares the surreal moment when fans started showing up at his house, and how he balanced gratitude with new boundaries. Clint walks Bobby through the making of “A Better Man,” from the first spark to the line that made it click. He also tells Bobby about his worst onstage injury, falling off a stage and what it taught him about recovery and resilience. Plus: how he met his wife, and what’s actually hard about being famous when the lights go down. Tickets to Clint's 'Back On The Blacktop' Tour: ClintBlack.com Follow on Instagram: @TheBobbyCast Follow on TikTok: @TheBobbyCast Watch this Episode on Youtube See omnystudio.com/listener for privacy information.
A show Bobby Bones does from his house. In-depth interviews with songwriters, producers and artists in Nashville that reveal the stories behind the biggest songs, candid anecdotes and personal stories.
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