Bobby Bones Presents: The BobbyCast

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Latest Episodes:

#650 - Debating the Best Country Crossover Hits into Pop Jul 30, 2026

Show notes

Bobby, Eddie and Brandon draft the best country songs that successfully crossed into the pop world. From Dolly Parton and Johnny Cash to Taylor Swift, Shania Twain and Chris Stapleton, each of them builds a five-song lineup filled with massive hits that reached far beyond country radio. Along the way, Bobby shares a story from his early days in Nashville, the guys challenge a few questionable picks, and the debate gets competitive as they make their case for the strongest draft.

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#649 - Stella Lefty on “Boston” Taking Off Before It Was Finished, a Bold DM & Dating Vincent Mason Jul 28, 2026

Show notes

Singer/Songwriter Stella Lefty sits down with Bobby to talk about the unfinished TikTok that changed everything when “Boston” unexpectedly took off. She shares how stage fright kept her from performing, why she hid her musical ambitions and the bold DM that led to her first Nashville writing session. Stella also opens up about moving from Chicago to New Orleans and Los Angeles, becoming an artist after writing for others and how she met her boyfriend, Vincent Mason.

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#648 - Was Bobby Taken Advantage Of? How Much Bobby Pays His Agent? Famous Singer Who Can't Sing! Jul 24, 2026

Show notes

On this episode of Current Stuff, Bobby shares the shocking amount he just paid for new tires, explains why he was once turned away by a tax preparer for making too much money, and breaks down exactly how much of his paycheck goes to agents, managers, and taxes. Bobby also reveals the bucket list item he's been trying to make happen for years. Bobby and Eddie then debate whether fans should get refunds when singers perform while sick after recent concert cancellations and shortened shows. They also talk about a list of the 10 most likeable celebrities and debate whether celebs like Tom Hanks and Steve Carell are really as nice as they seem??

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#647 - Gary Vee on Finding Social Media Success, Embracing AI & America’s Political Division Jul 23, 2026

Show notes

Entrepreneur and social media expert Gary Vaynerchuk sits down with Bobby to break down what it actually takes to become a successful creator in today’s crowded online world. He explains why quantity, persistence and a willingness to be judged can matter just as much as talent. Gary also shares his outlook on the future of AI, how everyday people can begin using it to their advantage and why resisting new technology could leave them behind. Plus, they discuss America’s political division, the public’s growing exhaustion with constant outrage, the importance of personal accountability and why Gary remains optimistic that respect and civility are beginning to return.

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#646 - Bobby's Top 10 Alan Jackson Songs Jul 22, 2026

Show notes

Bobby counts down his top 10 Alan Jackson songs and shares the personal stories, memories and fun facts behind each pick. He talks about growing up listening to Alan, the guitar Alan gave him with the message “keep it country,” and their memorable first meeting. Along the way, Bobby breaks down classics like “Chattahoochee,” “Don’t Rock the Jukebox” and “Remember When,” reveals which songs surprised him by being covers, and explains why Alan Jackson remains one of country music’s greatest songwriters.

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#645 - Little Big Town on Almost Breaking Up, Luxury Guilt & What Comes Next Jul 21, 2026

Show notes

Little Big Town sits down with Bobby for an honest conversation about the highs, lows and close calls that have shaped the band’s career. They open up about nearly breaking up, getting dropped, losing their tour bus and navigating a death within the band. They also discuss whether this could be their final album, performing at Alan Jackson’s last show and learning to feel comfortable with success. Plus, Karen calls out Bobby and shares how she accidentally offended Luke Bryan.

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#644 - Niko Moon on A.I. in Country Music, Finding Joy in Life & Facing His Anxiety Jul 18, 2026

Show notes

Niko Moon sits down with Bobby to talk about his love of learning, why he believes we’re living through one of the most interesting times in history and how artificial intelligence could reshape country music. He shares his experience experimenting with tools like ChatGPT and Suno, whether A.I.-generated songs can ever replace human creativity and why live performances will always matter. Niko also opens up about making his new album at home, removing traditional industry gatekeepers and returning to his musical roots. Plus, he gets candid about mental health, unhealthy ways he once dealt with anxiety and the “worry chair” technique that helps him quiet the fears inside his head.

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#643 - In The Weeds: John Stamos Backlash, Artist Accusations & BobbyCast Secrets Jul 17, 2026

Show notes

Bobby clears up the John Stamos headlines and explains how a joking Dancing with the Stars conversation turned into a story that spread across the internet. He also opens up about an artist who falsely blamed him for their lack of success, why he prepared to take legal action and how his role in breaking new music has changed over the years. Plus, Bobby reveals the biggest-performing BobbyCast episodes, shares the story behind an angry text from Kelsea Ballerini and explains how Amy, Lunchbox, Eddie, Mike, Ray and Scuba all became part of the show.

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#642 - Uncultured Guys Talking About Musicals Jul 16, 2026

Show notes

Bobby, Eddie and Brandon Ray put their musical knowledge to the test by choosing their own teams of the greatest musicals ever—with no paper, no notes and plenty of questionable picks. They debate classics like The Phantom of the Opera, Hamilton and Grease, while Bobby shares his thoughts on Lin-Manuel Miranda and Brandon admits he has never seen a Broadway show. From famous productions to musicals they barely remember, it quickly becomes clear these guys may not be the most cultured group for the job.

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#641 - In The Weeds: Artist Backlash, a Major Star’s Complaint & Secret Show Drama Jul 15, 2026

Show notes

In this episode of In The Weeds, Bobby addresses the backlash from artists following his recent comments about promotion and reveals how one major star took their complaint all the way to his CEO. He also opens up about difficult conversations with employees, the pressure of never being able to step away, and why he wishes his younger self had handled grief differently after his mom passed away. Plus, Bobby breaks down his nonstop schedule, explains why money was never his main motivation, shares what fame reveals about people, and admits he knows more about behind-the-scenes show drama than everyone thinks.

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