#386 - Hailey Whitters On The Country Stars Who Have Slept On Her Couch + Once Being So Broke She Had To Sleep In The Airport + Funding Her Own Album That Led To Her Breakthrough

#386 - Hailey Whitters On The Country Stars Who Have Slept On Her Couch + Once Being So Broke She Had To Sleep In The Airport + Funding Her Own Album That Led To Her Breakthrough

Hailey Whitters (@HaileyWhitters) first single at country radio "Everything She Ain't" is climbing the charts and she stopped by Bobby's house before going on her new headlining Raised Tour. Hailey moved from a small town in Iowa to Nashville 15 years ago to pursue a career in country music but kept facing struggles. She talks about all the difficulties she had and ways she tried to make it, the jobs she had to take to survive, and the moment she got her publishing deal and first big song recorded by another artist but was still so broke she had to sleep in the airport one night. Hailey shares how she self-funded her 2020 album 'The Dream' that lead to her first breakthrough before getting her record deal. She also talks about the country artists who have slept on her couch and watching them all become successful before she did, and how it feels to finally have a song on radio. Plus cool moments like getting to perform on Jimmy Kimmel and Kelly Clarkson covering her song.

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#534 - Dierks Bentley Discusses Why He and His Wife Sleep in Separate Beds + Addresses the Controversy Around His Last Single + The Bizarre Gift Tim McGraw Gave Him + Why He Believes in Manifestation after Flying Private with Kenny Chesney + The 1 Country Song That Made Him Want to Be an Artist

#534 - Dierks Bentley Discusses Why He and His Wife Sleep in Separate Beds + Addresses the Controversy Around His Last Single + The Bizarre Gift Tim McGraw Gave Him + Why He Believes in Manifestation after Flying Private with Kenny Chesney + The 1 Country Song That Made Him Want to Be an Artist

On this episode of the BobbyCast, Bobby is joined by his long-time friend and country music legend, Dierks Bentley. Bobby and Dierks dove into the struggles they both have with sleeping at night, whic...

2 Sep 20251h 1min

#533 - Jay Renshaw AKA Chit from TikTok on the Origin Story Behind the Character + Why He Was a Late Cut in Curb Your Enthusiasm + Top Beefs in Country Music + Bobby Recalls all of His Beefs

#533 - Jay Renshaw AKA Chit from TikTok on the Origin Story Behind the Character + Why He Was a Late Cut in Curb Your Enthusiasm + Top Beefs in Country Music + Bobby Recalls all of His Beefs

On this episode of the BobbyCast, Bobby spoke with Jay Renshaw, who also goes by 'Chit' from his character he plays on TikTok. Jay dove into the origin story behind the character Chit and his backgrou...

29 Aug 202555min

#532 - Chase Elliott on His Music Mt. Rushmore + Why He Switched Numbers Early in His Career + Being Spoiled as a Big Georgia Fan + Bobby & Eddie Discuss Top 10 Live Music Tragedies

#532 - Chase Elliott on His Music Mt. Rushmore + Why He Switched Numbers Early in His Career + Being Spoiled as a Big Georgia Fan + Bobby & Eddie Discuss Top 10 Live Music Tragedies

On this episode of the BobbyCast, Bobby sits down with NASCAR Cup Series Champion, Chase Elliott. Chase talked about his Mount Rushmore of music, why Eric Church at Red Rocks was his favorite concert ...

26 Aug 202556min

#531 - Lainey Wilson on the Impact Fame Has Had on Her Family + Her Fiancée Keeping Her Grounded & Who She Takes Advice From + The Importance of Having Grace for Herself and Her Performances + Bobby Reviews His Summer Notes on Movies and TV Shows He Watched

#531 - Lainey Wilson on the Impact Fame Has Had on Her Family + Her Fiancée Keeping Her Grounded & Who She Takes Advice From + The Importance of Having Grace for Herself and Her Performances + Bobby Reviews His Summer Notes on Movies and TV Shows He Watched

On this episode of the BobbyCast, Bobby sits down with country music superstar, Lainey Wilson. Bobby asked Lainey how different things are back home in Louisiana since she is super famous now, and how...

19 Aug 202553min

#530 - Drake White on Having a Stroke on Stage + His Encounter with God + Why He Fought Through Initial Signs and His Road to Recovery

#530 - Drake White on Having a Stroke on Stage + His Encounter with God + Why He Fought Through Initial Signs and His Road to Recovery

On this episode of the BobbyCast, Bobby sits down with singer/songwriter, Drake White. Drake told the story about the night he had a stroke on stage and had to be rushed to the hospital. Drake got int...

12 Aug 20251h 15min

#529 - Matt & Scott on The Untold Story of Parmalee, Being Pushed as a Rock Band + Their Mom Taking Out a 2nd Mortgage to Save Their Career + Living in an RV in a Parking Lot + Getting Confused for a Famous Metal Band

#529 - Matt & Scott on The Untold Story of Parmalee, Being Pushed as a Rock Band + Their Mom Taking Out a 2nd Mortgage to Save Their Career + Living in an RV in a Parking Lot + Getting Confused for a Famous Metal Band

On this episode of the BobbyCast, Bobby sits down with brothers Matt and Scott Thomas from the band Parmalee. Bobby kicks things off by asking the guys where the name Parmalee comes from and why they ...

5 Aug 20251h 10min

#528 - Cody Jinks on Why People Think He’s Mean + The Reason He Quit Drinking + From Playing 200 Shows a Year to Spending More Time with Family + How an Identity Crisis Led To a Big Mistake 

#528 - Cody Jinks on Why People Think He’s Mean + The Reason He Quit Drinking + From Playing 200 Shows a Year to Spending More Time with Family + How an Identity Crisis Led To a Big Mistake 

On this episode of the BobbyCast, Bobby sat down with country music singer/songwriter, Cody Jinks. Bobby asked Cody if he is ever misunderstood because of how he looks, and Cody talked about the reaso...

29 Juli 20251h 4min

#527 - Rodney Atkins on When He Find Out He Was Adopted + Meeting His Birth Mom + Why Jimmy Butler Requested to Meet Him + How Delivering Wood To Alan Jackson Led to a Huge Career Moment + Why He Refused to Change His Name

#527 - Rodney Atkins on When He Find Out He Was Adopted + Meeting His Birth Mom + Why Jimmy Butler Requested to Meet Him + How Delivering Wood To Alan Jackson Led to a Huge Career Moment + Why He Refused to Change His Name

On this episode of the BobbyCast, Bobby sits down with country music singer/songwriter, Rodney Atkins. Rodney openly discussed his story as a kid and how he found out he was adopted at the age of 5. P...

22 Juli 202552min

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