#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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#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 Jan 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 Jan 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 Jan 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 Dec 20251h 27min

#566 - Sean Ryan on Being Mistaken by Us for a Different Shawn Ryan + Overcoming Homelessness + Busking Early on In Order to Make a Living

#566 - Sean Ryan on Being Mistaken by Us for a Different Shawn Ryan + Overcoming Homelessness + Busking Early on In Order to Make a Living

Sean Ryan stops by after the guys realize they accidentally booked him while trying to track down a different Shawn Ryan leading to a hilarious “wait… who are you?” moment that turns into one of the m...

26 Dec 202543min

Christmas Special: Brenda Lee on the Unexpected Life of "Rockin' Around the Christmas Tree"

Christmas Special: Brenda Lee on the Unexpected Life of "Rockin' Around the Christmas Tree"

On this Christmas special, we’re bringing back one of the most memorable BobbyCast conversations: Bobby Bones sitting down with the legendary Brenda Lee. Brenda shares what it was really like growing ...

23 Dec 202535min

#565: Bobby and Eddie Debate if These Bands Are Actually Great or Just Nostalgic + Top 5 Favorite Music Documentaries

#565: Bobby and Eddie Debate if These Bands Are Actually Great or Just Nostalgic + Top 5 Favorite Music Documentaries

The guys debate a deceptively hard question: are these bands actually great, or has nostalgia made them feel bigger than they were? It turns into a speed round of takes (and a little singing) on Train...

19 Dec 20251h 3min

#564: Tucker Wetmore on CMA Nerves + Why He Dropped Out of College to Pursue Music + A Complicated Family Story + Going From DoorDash Driver to a Nashville Pub Deal  

#564: Tucker Wetmore on CMA Nerves + Why He Dropped Out of College to Pursue Music + A Complicated Family Story + Going From DoorDash Driver to a Nashville Pub Deal  

Tucker Wetmore stops by and walks Bobby through the nerves leading up to his CMA performance. He describes what it felt like backstage, how he calmed himself down, and why he can be his own toughest c...

16 Dec 202552min

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