#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(721)

 #572 - Kenny Chesney on Fame, Music and Can He Ever Go Unnoticed in Public?

#572 - Kenny Chesney on Fame, Music and Can He Ever Go Unnoticed in Public?

Country music legend Kenny Chesney joins the show to talk about the aspects of his career fans don’t always see or hear. He shares the hit song he’s gotten tired of playing live, breaks down how he ph...

26 Tammi 1h 6min

#571 - We Time Travel to 2016 + Top Music and Pop Culture Moments from 10 Years Ago

#571 - We Time Travel to 2016 + Top Music and Pop Culture Moments from 10 Years Ago

We’re jumping back to 2016 and reliving the moments that defined the year: headlines, pop culture, sports, and the stuff you forgot was everywhere. Bobby, Eddie and Brandon travel through the biggest ...

20 Tammi 33min

#570 - Bobby and Eddie Rank Their Top 10 Country Artists Right Now + Bobby's Thoughts on FGL Getting Back Together + Are The Raging Idiots Broken Up? + Reaction to Maren Morris' Criticism of Country Music 

#570 - Bobby and Eddie Rank Their Top 10 Country Artists Right Now + Bobby's Thoughts on FGL Getting Back Together + Are The Raging Idiots Broken Up? + Reaction to Maren Morris' Criticism of Country Music 

Bobby and Eddie share their Top 10 country artists right now. They decide to do it as a true 10-to-1 countdown, which leads to a few quick switches, disagreements, and some “how is he that low?” reac...

16 Tammi 35min

#569 - Bobby & Caitlin Do a Pregnancy Q&A: “Nursery” vs. “Baby Bedroom” Debate + Why the Baby’s Name Is Staying Secret + Sleep Scores, Acid Reflux, and No-Sleep Season

#569 - Bobby & Caitlin Do a Pregnancy Q&A: “Nursery” vs. “Baby Bedroom” Debate + Why the Baby’s Name Is Staying Secret + Sleep Scores, Acid Reflux, and No-Sleep Season

Bobby and Caitlin finally sit down for a pregnancy Q&A, pulling from the questions they’ve been saving and answering the stuff people actually want to know: what’s surprised them, what’s been tougher ...

13 Tammi 58min

#568 - Bobby on Movies You Didn't Know Were Stephen King Stories!  +  An Artist We Loved Until We Saw Them Live + Easiest Way to Ruin a Concert

#568 - Bobby on Movies You Didn't Know Were Stephen King Stories! +  An Artist We Loved Until We Saw Them Live + Easiest Way to Ruin a Concert

Bobby goes down a Stephen King rabbit hole after watching "The Life of Chuck" and realizing how many movies King wrote or inspired that he didn’t even know were Stephen King and he shares the titles t...

9 Tammi 51min

#567 - Bobby on MTV’s “Music” Era Officially Ending + The Video That Started It All + Why It Changed Pop Culture Forever + Most Memorable MTV Moments with Bobby and Eddie

#567 - Bobby on MTV’s “Music” Era Officially Ending + The Video That Started It All + Why It Changed Pop Culture Forever + Most Memorable MTV Moments with Bobby and Eddie

MTV’s “music” era is officially over, so Bobby and Eddie rewind to how it all started and why it mattered way beyond just music videos. Bobby takes you back to the first video that kicked the whole th...

6 Tammi 51min

Top 10 BobbyCast Episodes of 2025! (Part 2)

Top 10 BobbyCast Episodes of 2025! (Part 2)

In this special episode, Bobby counts down the top BobbyCast interviews of the year! In Part 2, he shares highlights from the top 5 episodes. You'll hear stories from Keith Urban, Luke Bryan, Eric Ch...

2 Tammi 1h 31min

Top 10 BobbyCast Episodes of 2025! (Part 1)

Top 10 BobbyCast Episodes of 2025! (Part 1)

In this special episode, Bobby counts down the top BobbyCast episodes of the year! In Part 1, he goes through the top 10-6 episodes. You'll hear stories from Lainey Wilson, Blink-182’s Mark Hoppus, L...

30 Joulu 20251h 27min

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