Bobby Bones Presents: The BobbyCast

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 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, Eddie and Brandon tackle some of music’s biggest questions. Who wins in a showdown between Garth Brooks and George Strait? Which hugely successful artists do you respect but just don’t understand the appeal of? And what artist’s biggest hit gives people the WRONG idea of how good they really are? And More! Bobby then dives into some of the most questionable songs to ever reach No. 1, and makes his case for why they belong on the list. From novelty hits and songs that haven’t aged well to a few tracks he actually admits are still pretty catchy; Bobby breaks down what worked, what didn’t, and how some of these songs became massive hits in the first place. He also shares the surprising stories behind a few of them and counts down all the way to his pick for the worst No. 1 song of all time. Plus, Bobby's current power rankings of who can win Dancing with the Stars. 

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Bobby puts science to the test with a live experiment that leads to a big reveal. Bobby and Eddie break down how much Ella Langley has made from “Choosin’ Texas.” We also get into country music’s biggest controversies of the year so far, Hollywood and Nashville’s open secrets, and the most influential radio personalities of all time. Does Bobby make the list?! Plus, the bands we’d bring back if we could.

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Ryan Hurd sits down with Bobby to talk about life as both an artist and one of Nashville’s most successful songwriters. He shares the stories behind writing songs for Morgan Wallen, Lady A, Jordan Davis and more, including how “Heartless” became one of the biggest songs of his career. Ryan also opens up about why songwriting feels more like a calling than a job, the reality of making a living through streaming and touring, and what it takes to keep chasing songs that stand out. Plus, he gets personal about his upcoming album, how writing helped him process a difficult chapter of his life, and why this record feels like the closing of one door and the beginning of something new.

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Bobby keeps moving through the biggest years of ’90s country with a look back at 1998. This time around, he revisits The Chicks breaking wide open with Wide Open Spaces, Jo Dee Messina’s breakout, Faith Hill crossing over with “This Kiss,” Garth Brooks releasing Double Live, Vince Gill finally earning his first No. 1 country album, and Steve Wariner’s emotional hit “Holes in the Floor of Heaven.” Bobby also looks back at major moments involving Kenny Chesney, Johnny Cash, and Tammy Wynette, while sharing stories and conversations with the artists who helped define the year. Plus, he steps outside country music for Britney Spears, TRL, The Truman Show, the start of his own radio career, and more from 1998.

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Singer, songwriter and reality TV star K. Michelle sits down with Bobby to talk about her longtime love of country music, how yodeling helped earn her a music scholarship, and why making a country record feels like something she was always supposed to do. She opens up about the complicated side of reality TV fame, what social media has done to her mental health, and the boundaries she’s had to create along the way. K. Michelle also shares why Beyoncé sending her flowers meant so much, what she learned from working with Nashville songwriters, and why people doubting her place in country music only made her want it more. Plus, she talks Real Housewives of Atlanta, manifestation, faith, motherhood and the full-circle moment of getting to sing a song by The Judds that she loved as a kid.

You can Pre-add/order/save K. Michelle's album Jesus & Whiskey (out 10/16)  HERE

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Bobby shares an awkward encounter he has with a DWTS pro and celebrity. He also shares what guys in radio need to STOP doing when meeting female country artists. Plus an update on baby Billie as she hits a new milestone and Bobby's latest dog problem. 

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Bobby and Eddie put their country music memories to the test as Mike D surprises them with different artists, and they have to tell their best personal story on the spot. They look back at meeting Taylor Swift before she became a superstar, a hilarious run-in with Tim McGraw, and the time Bobby thought Reba might be inviting him to become an Opry member. They also share stories involving Morgan Wallen, Brooks & Dunn, Kacey Musgraves, Luke Bryan, and more.Along the way, Bobby and Eddie get into some of the funny, awkward and unexpectedly personal moments they’ve had with artists over the years — from backstage encounters and early interviews to random texts, private events and stories they haven’t told in a long time. With no idea which artist is coming up next, every name brings a completely different memory.

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Bobby heads back to Mountain Pine, Arkansas to sit down with his former stepdad, Arkansas Keith, for a conversation full of stories from the place that shaped them both. Keith looks back at his decades working at the sawmill, raising Bobby, and what Bobby was really like growing up. They get into hunting, fishing, old trucks, classic rock, and some of the memories that still make them laugh. Keith also shares what it was like watching Bobby’s career take off from back home and how life in Mountain Pine has changed over the years.

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