The Bobby Bones Show

Award-winning songwriter Jessie Jo Dillon sits down with Bobby to count down his 10 favorite songs she’s written and share the stories behind some of the biggest hits in country music. Jessie Jo talks about writing with artists like Megan Moroney, Maren Morris, Old Dominion, Jon Pardi and more, including the songs that came together instantly, the ones that almost didn’t happen and the cuts she never expected to become massive. She also opens up about the pressure that comes with being a hit songwriter, how she knows when an idea is worth chasing, and why some of the simplest songs can be the hardest to write. Plus, Jessie Jo talks about launching her own label, working closely with artists, and how her approach to songwriting has changed after hundreds of cuts.
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Bobby finally reveals the TV project he did a long time about but it finally comes out this week! Listener Ashley calls in to confront Amy about getting special treatment that she might be unaware of. Amy talks about why Starbucks is in hot water. Eddie got in trouble in the studio.
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Bobby closes out his year-by-year journey through country music in the ’90s with 1999, the final chapter of a decade that completely reshaped the genre. He looks back at Shania Twain’s incredible run, Tim McGraw continuing to climb, new stars like Brad Paisley and Keith Urban beginning to emerge, and a handful of songs that would outlive the year by decades. Along the way, Bobby shares conversations with artists about the moments that changed their careers and revisits the pop culture, technology, and unforgettable events that made 1999 feel like the end of something special. It’s one last trip through the music, memories, and moments that defined country music in the ’90s.
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Bobby reveals 3 questions that Lunchbox will be asked during the lie detector test. The results are coming soon! Bobby talked about Psilocybin and LSD are advancing through clinical trials. Other psychedelics need more evidence they work. Amy shares her experience and details her psychedelic trip. Bobby has a list of the most hated phrases because they get used so often. Lunchbox went to the barber shop with his kids and he wanted to know if he was wrong to tip less because they were playing music with curse words.
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Bobby Bones and Matt Cassel dive in with Power Rankings and the issues with even the best teams in the league. Which teams proved themselves despite losing this week? Matt explains how tough it is for a team that hasn't done well early. As players begin to separate themselves from the pack, we look at some early awards candidates. Bobby also has his most disappointing players.
SI's Albert Breer talks about Lamar Jackson's injury and how it impacts the Ravens. Saquon Barkley will likely miss time and the pressure is on for Nick Sirianni. Which players coming back from IR are going to make the most impact? Albert explains what has worked for the Chiefs and how they'll address their injuries. How much is Albert concerned about Drake Maye, even after a win over the Bills. Plus, the Vikings are undefeated...but are they that good?
Bobby and Matt wrap up with their first MVP candidates for the season.
Lots to Say with Bobby Bones and Matt Cassel is part of the NFL Podcast Network
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