#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(712)

BobbyCast Presents: Unsigned & Independent: S.2 Ep. 3: Zoee - How a Documentary Inspired an Australian Native to Move to Music City

BobbyCast Presents: Unsigned & Independent: S.2 Ep. 3: Zoee - How a Documentary Inspired an Australian Native to Move to Music City

On this week's episode of Unsigned & Independent, Kevin has on Australian native Zoee! Kevin and Zoee talk about growing up in the middle of nowhere Australia with no tv, no phones, just radio and rec...

21 Huhti 202330min

#393 - Alana Springsteen on How Taylor Swift Inspired Her to be a Songwriter + Why She Believes in Signs + Having 'Bad Taste' In Guys + Having to Explain She's Not Related to Bruce Springsteen

#393 - Alana Springsteen on How Taylor Swift Inspired Her to be a Songwriter + Why She Believes in Signs + Having 'Bad Taste' In Guys + Having to Explain She's Not Related to Bruce Springsteen

Alana Springsteen (@alanaspringsteen) is a rising country singer-songwriter whose passionate and relatable songs have made her stand out. Bobby learns more about how she got her start in music, includ...

18 Huhti 20231h 13min

BobbyCast Presents: Unsigned & Independent:  Megan Ashley - Lessons Learned from a Tough Year

BobbyCast Presents: Unsigned & Independent: Megan Ashley - Lessons Learned from a Tough Year

Episode 2 of this season on Unsigned & Independent features a Texas native named Megan Ashley. Kevin and Megan talk about COVID hindering her from moving to Nashville but ultimately making her a bette...

14 Huhti 202325min

#392 - Gary Mule Deer on Being Roommates with Steve Martin  + Getting Into Comedy on Accident + Hanging Out With Johnny Carson and Seeing David Letterman’s First Comedy Set + Why Frank Sinatra Told Him “He was Unusual”

#392 - Gary Mule Deer on Being Roommates with Steve Martin  + Getting Into Comedy on Accident + Hanging Out With Johnny Carson and Seeing David Letterman’s First Comedy Set + Why Frank Sinatra Told Him “He was Unusual”

Gary Mule Deer's (@Gary_MuleDeer) unique comedy and music career have set him apart for over six decades. His path to starting in music to getting into comedy by accident is one of the most unconventi...

11 Huhti 20231h 4min

BobbyCast Presents: Unsigned & Independent: S.2 Ep. 1: Tera Fister - Trusting Her Own Path

BobbyCast Presents: Unsigned & Independent: S.2 Ep. 1: Tera Fister - Trusting Her Own Path

Unsigned & Independent is back with 16 new episodes for season 2. Episode 1 features an artist from St. Louis named Tera Fister. Kevin and Tera talk about her first visit to Nashville and how getting ...

7 Huhti 202325min

#391 - Sam Hollander on Writing and Producing No. 1’s for One Direction, Weezer, Ringo Starr and More! + How Andy Warhol Became His Babysitter + His Side Gig Making Beats on Kids Bop Records

#391 - Sam Hollander on Writing and Producing No. 1’s for One Direction, Weezer, Ringo Starr and More! + How Andy Warhol Became His Babysitter + His Side Gig Making Beats on Kids Bop Records

Multi-platinum selling songwriter and producer Sam Hollander (@SamHollander) stopped by Bobby's house to talk about his new book '21 Hit Wonder,' how his career started in the music industry, the odd ...

4 Huhti 20231h 9min

#390 - Benji (@TheBenjiChord)  On How He Got Into The Music Industry by Commenting on Instagram + What It Means To Do A&R and the Difference Between A Record & Publishing Deal + The Life Changing Advice Dan of Dan + Shay’s Gave to Him

#390 - Benji (@TheBenjiChord) On How He Got Into The Music Industry by Commenting on Instagram + What It Means To Do A&R and the Difference Between A Record & Publishing Deal + The Life Changing Advice Dan of Dan + Shay’s Gave to Him

Benji (@TheBenjiChord) stopped by Bobby's house to do an interview and shared how commenting on country music posts landed him a job in the industry! He also talks about how he built an online followi...

28 Maalis 202356min

#389 -Sunny Sweeney Getting Nominated for ACM Three Months After Getting Dropped From Label + Wanting to Quit Music to Being Featured in Country Music Hall Of Fame + Being Prepared To Be Alone + Writing A Letter To Emmylou Harris

#389 -Sunny Sweeney Getting Nominated for ACM Three Months After Getting Dropped From Label + Wanting to Quit Music to Being Featured in Country Music Hall Of Fame + Being Prepared To Be Alone + Writing A Letter To Emmylou Harris

Sunny Sweeney stopped by Bobby's house to talk about her journey as a singer songwriter coming from Texas and trying to make it in Nashville. She talks about getting discovered on Myspace and signing ...

21 Maalis 20231h 16min

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