Bobby sits down with 90’s country legend, John Michael Montgomery. He talks about growing up in Kentucky and the jobs he had before moving to Nashville to pursue country music including one as a waiter where he made a really big mistake that made him realize he wasn’t cut out for it. John talks about all of his biggest hits from I Swear, Be My Baby Tonight, Sold, I Can Love You Like That and more. He also talks about how he turned down the offer to go pop and how it ended up benefiting the group All-4-One.




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Bobby sits down with 90’s country legend, John Michael Montgomery. He talks about growing up in Kentucky and the jobs he had before moving to Nashville to pursue country music including one as a waiter where he made a really big mistake that made him realize he wasn’t cut out for it. John talks about all of his biggest hits from I Swear, Be My Baby Tonight, Sold, I Can Love You Like That and more. He also talks about how he turned down the offer to go pop and how it ended up benefiting the group All-4-One. Follow the podcast: <a href="https://www.instagram.com/thebobbycast/">@TheBobbyCast</a>Watch this Episode on <a href="https://www.youtube.com/bobbycast">Youtube</a> Learn more about your ad-choices at <a href="https://www.iheartpodcastnetwork.com">https://www.iheartpodcastnetwork.com</a>

Bobby Bones hosts the biggest names in country music, pop culture and more from his studio in Nashville.

Bobby Bones hosts the biggest names in country music, pop culture and more&nbsp;from his studio in Nashville.

Bobby Bones Presents: The BobbyCast

Bobbycast

#329 - John Michael Montgomery on 90’s Country + Turning Down The Offer to Go Pop + One of His Biggest Songs That Didn’t Go No. 1 + The Mistake That Ended His Time As A Waiter

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/6b72c8f3-cb29-47d4-8e05-ae320081e3dd/transcript

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Actor Milo Ventimiglia sits down with Bobby and shares what he learned working alongside Will Smith, then breaks down the TV breakthroughs that changed his life—from getting on the map with Gilmore Girls to launching into a whole new stratosphere with This Is Us. He also gets real about the “99 no' before a yes” grind, how he memorizes lines, and when you’re allowed to ad-lib (and when a set won’t let you change a single word). Plus, the unexpectedly hilarious side of Milo: Blue Angels stories, “chirping,” and why he has very strong opinions about passing out mid-flight and what it was like learning to sing for a new role when vocals weren’t even in his bag of tricks.

Watch The BobbyCast on Netflix!

Follow on Instagram: @TheBobbyCast

Follow on TikTok: @TheBobbyCast

Actor <a href="https://www.instagram.com/miloanthonyventimiglia">Milo Ventimiglia</a> sits down with Bobby and shares what he learned working alongside Will Smith, then breaks down the TV breakthroughs that changed his life&mdash;from getting on the map with Gilmore Girls to launching into a whole new stratosphere with This Is Us. He also gets real about the &ldquo;99 no' before a yes&rdquo; grind, how he memorizes lines, and when you&rsquo;re allowed to ad-lib (and when a set won&rsquo;t let you change a single word). Plus, the unexpectedly hilarious side of Milo: Blue Angels stories, &ldquo;chirping,&rdquo; and why he has very strong opinions about passing out mid-flight and what it was like learning to sing for a new role when vocals weren&rsquo;t even in his bag of tricks.
Watch The BobbyCast on&nbsp;<a href="http://netflix.com/bobbycast" data-saferedirecturl="https://www.google.com/url?q=http://Netflix.com/bobbycast&amp;source=gmail&amp;ust=1771533328942000&amp;usg=AOvVaw0wX5dzS3hdxM0rz9_sgTSu">Netflix</a>!
Follow on Instagram:&nbsp;<a href="https://www.instagram.com/thebobbycast/" data-saferedirecturl="https://www.google.com/url?q=https://www.instagram.com/thebobbycast/&amp;source=gmail&amp;ust=1771533328942000&amp;usg=AOvVaw36UGEAVjMyTch3V4pNyVB-">@TheBobbyCast</a>
Follow on TikTok:&nbsp;<a href="https://www.tiktok.com/@thebobbycast" data-saferedirecturl="https://www.google.com/url?q=https://www.tiktok.com/@thebobbycast&amp;source=gmail&amp;ust=1771533328942000&amp;usg=AOvVaw1onfFIW_DOff3ND_JZxPSa">@TheBobbyCast</a>

#579 - Milo Ventimiglia on His First Big Yes, Gilmore Girls & This Is Us

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/af6a635f-14f0-47cb-b0ad-b3f5017753ef/transcript

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Stephen Wilson Jr. joins Bobby to tell the wild path that took him from the science world to writing songs for a living. He talks about what he did before music, why he finally took the leap, and how that analytical brain shows up in the way he writes, records, and builds a career. Stephen also gets into the grind of starting over, how the loss of his father fueled him, and what he’s chasing next as his story keeps getting bigger.

Watch The BobbyCast on Netflix!

Follow on Instagram: @TheBobbyCast

Follow on TikTok: @TheBobbyCast

 

<a href="https://www.instagram.com/stephen.wilson.jr/?hl=en">Stephen Wilson Jr.&nbsp;</a>joins Bobby to tell the wild path that took him from the science world to writing songs for a living. He talks about what he did before music, why he finally took the leap, and how that analytical brain shows up in the way he writes, records, and builds a career. Stephen also gets into the grind of starting over, how the loss of his father fueled him, and what he&rsquo;s chasing next as his story keeps getting bigger.
Watch The BobbyCast on&nbsp;<a href="http://netflix.com/bobbycast">Netflix</a>!
Follow on Instagram:&nbsp;<a href="https://www.instagram.com/thebobbycast/">@TheBobbyCast</a>
Follow on TikTok:&nbsp;<a href="https://www.tiktok.com/@thebobbycast">@TheBobbyCast</a>
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#578 - Stephen Wilson Jr. on Going from Scientist to Musician and Turning Tragedy Into Art

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/4ddd48dd-e7d7-4858-9674-b3f301462e43/transcript

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Kaitlin Butts sits down with Bobby to break down how “You Ain’t Gotta Die” went from a song in her set to the one people show up already knowing—thanks to a viral moment, a karaoke run-in, and a soundcheck decision that unexpectedly changed everything. She talks about why the track feels cathartic to sing, what it’s like hearing a crowd belt it back, and how leaning into vulnerability on stage has become the whole point. Plus: growing up between city life and Oklahoma country life, navigating industry attention after the song popped, and why being fully yourself is the only strategy that lasts.

Watch The BobbyCast on Netflix!

Follow on Instagram: @TheBobbyCast

Follow on TikTok: @TheBobbyCast

 

 

<a href="https://www.instagram.com/kaitlinbutts/">Kaitlin Butts</a>&nbsp;sits down with Bobby to break down how &ldquo;You Ain&rsquo;t Gotta Die&rdquo; went from a song in her set to the one people show up already knowing&mdash;thanks to a viral moment, a karaoke run-in, and a soundcheck decision that unexpectedly changed everything. She talks about why the track feels cathartic to sing, what it&rsquo;s like hearing a crowd belt it back, and how leaning into vulnerability on stage has become the whole point. Plus: growing up between city life and Oklahoma country life, navigating industry attention after the song popped, and why being fully yourself is the only strategy that lasts.
Watch The BobbyCast on&nbsp;<a href="http://netflix.com/bobbycast">Netflix</a>!
Follow on Instagram:&nbsp;<a href="https://www.instagram.com/thebobbycast/">@TheBobbyCast</a>
Follow on TikTok:&nbsp;<a href="https://www.tiktok.com/@thebobbycast">@TheBobbyCast</a>
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#577 - Kaitlin Butts on “You Ain’t Gotta Die” Going Viral + Stage Vulnerability

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/2b4a7cbb-9d44-4509-a19a-b3ee012b7249/transcript

#329 - John Michael Montgomery on 90’s Country + Turning Down The Offer to Go Pop + One of His Biggest Songs That Didn’t Go No. 1 + The Mistake That Ended His Time As A Waiter

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