#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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Jaksot(703)

#506 - Maybe We Got it Wrong with Bobby, Reid & Eddie: Misunderstood Villains of Our Society 

#506 - Maybe We Got it Wrong with Bobby, Reid & Eddie: Misunderstood Villains of Our Society 

On this episode of the BobbyCast, Bobby, Reid and Eddie discuss some villains throughout time society may have gotten wrong. This all stemmed from Bobby's love for Thanos and feeling like he is misund...

11 Huhti 202537min

#505 – Mark Hoppus of blink-182 on How He Met Tom Delonge & Travis Barker + His Musical Hero Kissing Him on the Mouth & The Coolest Thing About Fame + Bands Who Changed Lead Singers with Bobby & Eddie

#505 – Mark Hoppus of blink-182 on How He Met Tom Delonge & Travis Barker + His Musical Hero Kissing Him on the Mouth & The Coolest Thing About Fame + Bands Who Changed Lead Singers with Bobby & Eddie

On this episode of the BobbyCast, Mark Hoppus of blink-182 told Bobby the stories behind meeting his bandmates Tom Delonge and Travis Barker. Plus, Mark discussed his musical hero kissing him on the m...

8 Huhti 202558min

#504 - Amanda Knox on Surviving Prison + Her Injustice + When She Knew Police Decided They Were Targeting Her + Being Conned by a Man She Was Intimate With

#504 - Amanda Knox on Surviving Prison + Her Injustice + When She Knew Police Decided They Were Targeting Her + Being Conned by a Man She Was Intimate With

#504 - Amanda Knox on Surviving Prison + Her Injustice + When She Knew Police Decided They Were Targeting Her + Being Conned by a Man She Was Intimate WithOn this episode of the BobbyCast, Amanda Knox...

4 Huhti 202531min

#503 - Dylan Scott on Manifesting His Career at 10 Years Old + Not Getting to Play or Present at Award Shows + How He Met His Wife When They Were Kids + Growing up Next to Lainey Wilson

#503 - Dylan Scott on Manifesting His Career at 10 Years Old + Not Getting to Play or Present at Award Shows + How He Met His Wife When They Were Kids + Growing up Next to Lainey Wilson

On this episode of the BobbyCast, Bobby sits down with country artist Dylan Scott. Dylan tells Bobby how he manifested his career at just 10 years old, and the frustration of never being able to play ...

1 Huhti 20251h 9min

Bobby remembers his friend Lesly Simon and shares their Conversation about her Cancer Diagnosis

Bobby remembers his friend Lesly Simon and shares their Conversation about her Cancer Diagnosis

Bobby wanted to share this special episode and start by talking about his friend Lesly Simon. He shares their conversation about her cancer diagnosis. Lesly Simon passed away on Thursday (March 27) pe...

28 Maalis 20251h 13min

#502 - Bobby and His Wife Caitlin on Their European Trip

#502 - Bobby and His Wife Caitlin on Their European Trip

On this episode of the BobbyCast, Bobby and his wife Caitlin talk about their vacation, what celebrity cut them in line, and the best foreign foods! Follow on Instagram: @TheBobbyCast Follow on TikTok...

27 Maalis 20251h 7min

#501 - T-Bone Burnett on Turning Jeff Bridges Into a Country Artist, Working With the Counting Crows & Why He Doesn't Like Biopics + Bobby and Eddie Discuss Who Should Get Into This Year's Rock & Roll Hall of Fame 

#501 - T-Bone Burnett on Turning Jeff Bridges Into a Country Artist, Working With the Counting Crows & Why He Doesn't Like Biopics + Bobby and Eddie Discuss Who Should Get Into This Year's Rock & Roll Hall of Fame 

On this week's episode of the BobbyCast, one of the most legendary producers of all-time, T-Bone Burnett, sits down with Bobby. T-Bone talked about turning Jeff Bridges into a country singer, working ...

25 Maalis 20251h 11min

#500 - LOCASH on Starting Their Own Label + How Bobby Changed Their Life + Bobby Delivers Some Disappointing News

#500 - LOCASH on Starting Their Own Label + How Bobby Changed Their Life + Bobby Delivers Some Disappointing News

On this episode of the BobbyCast, Bobby sits down with long-time friends and country duo, LoCash. The guys discuss leaving their old record label to start their own and the first time Bobby played the...

18 Maalis 20251h 7min

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