Singer-songwriter and musician Charlie Worsham sits down with Bobby to talk about growing up with a gift for music, finding his place in Nashville, and the early career moments that shaped him. He opens up about becoming a dad, the unexpected challenges of raising kids, and the ways fatherhood has changed his perspective. Charlie also shares what it meant to receive an invitation to become a member of the Grand Ole Opry and reflects on just how far he’s come.

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Bobby continues his year-by-year countdown through country music in the ’90s with 1997. In this episode, he looks back at Shania Twain releasing Come On Over, Garth Brooks taking over Central Park, Tim McGraw’s massive Everywhere album, George Strait’s Carrying Your Love With Me, Kenny Chesney and Trace Adkins landing their first No. 1 hits, and the unusual battle between LeAnn Rimes and Trisha Yearwood over “How Do I Live.” Bobby also shares conversations with several of the artists about the songs, careers, and moments that shaped the year, while mixing in the movies, sports, and pop culture that made 1997 unforgettable.

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Bobby reveals how a Justin Timberlake video nearly got him sued, why the whole thing started with an April Fools’ joke! Bobby shares the story behind flying with the Blue Angels, breaks down the different tiers of Dancing With the Stars winners, and why he got threatened over AI-generated images. Then, Bobby sits down with radio host Falen to talk about her unconventional path through radio  from working for free and doing nights and street team promotions to moving across the country for opportunities, joining the legendary Dave Ryan Show, and eventually taking over mornings. Falen opens up about finding her own voice, building a new show with Colt and Jenny, becoming a boss, and what she wants the future of her career to look like.

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Bobby sits down with AI expert Dan Neely to find out just how worried we should really be about artificial intelligence. Dan explains how AI could manipulate humans, why some experts believe there’s a real risk to humanity, and how quickly the technology is advancing. They also get into deepfakes, scams, jobs, creativity, relationships, and the ways AI is already changing everyday life. Plus, Dan shares what scares him most about where AI is headed and what could actually go right.

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Bobby sits down with actor Dolph Lundgren to talk about the unlikely path that took him from studying chemical engineering at MIT to becoming Ivan Drago in Rocky IV. Dolph opens up about dating Grace Jones, getting thrown into the Studio 54 scene, and how his life changed almost overnight after the movie’s premiere. He also shares the real story behind the famous Stallone hospital rumor, returning to the role in Creed II, overcoming a cancer diagnosis, and why his story is ultimately about persistence, discipline, forgiveness, and never giving up.

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Bobby and Eddie go through this year’s CMA categories and make their picks for who they want to see win, while also breaking down the difference between the CMAs and ACMs. Bobby shares stories from his own award show experiences, including showing his CMA and ACM awards. The guys debate Entertainer of the Year, Single of the Year, Song of the Year, Female and Male Vocalist, Duo, Group, New Artist, and Musical Event of the Year, plus a few classic Bobby and Eddie side tangents along the way.

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Bobby continues his year-by-year countdown through country music in the ’90s with 1996. In this episode, he looks back at Brooks & Dunn making history, Tim McGraw and Faith Hill getting married, Shania Twain’s rise, Martina McBride landing her first No. 1, Deana Carter breaking through with “Strawberry Wine,” LeAnn Rimes arriving with “Blue,” The Chicks setting the stage for what was coming next, and more. Bobby also shares conversations with several of the artists about the songs, careers, and moments that shaped the year, while mixing in the movies, TV, sports, and pop culture that made 1996 unforgettable.

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Attorney Katherine Loftus joins Bobby to break down the Lindsay Clancey case and the legal questions surrounding her mental state. Katherine explains what the defense has to prove, how reasonable doubt factors are in, and why medical records and medication could play such a major role. They also discuss what could happen with another jury and how emotion can influence a case like this. Plus, Katherine explains why the story playing online can look very different from what actually matters in court.

Check out Katherine's podcast Note My Objection HERE

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Bobby, Eddie and Brandon fight over the best cover songs of all-time, from country classics and iconic rock remakes to songs they didn’t even realize were covers. After five rounds, they let ChatGPT, Claude and Gemini decide who built the strongest list. Plus, the guys talk through their regret over the huge songs they forgot!

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1995 was a year where country music was balancing tradition with major change. Bobby looks back at Shania Twain’s breakout with The Woman in Me, Alan Jackson winning Entertainer of the Year, Faith Hill’s rise, Martina McBride joining the Grand Ole Opry, Lonestar making their debut, and more. Plus, he shares artist conversations and mixes in the movies, music, and pop culture that made 1995 unforgettable.

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Tim Tebow sits down with Bobby to talk about the experiences that have shaped him beyond football. He opens up about becoming a father, the coach who humbled him after his first college start at Florida, and why he avoids reading internet comments. Tim also shares what led him into the fight against human trafficking, why the issue deserves more attention, and how his foundation is working to help victims. Plus, he reflects on his football career, perspective, and the lessons that still stick with him today.

Pre-Order Tim's Book: 40 Days to Look Again: A Devotional to Embrace Your Worth, Reclaim Your Hope, and Run with Confidence which releases on September 29.

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