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The Road to Cowgirls at The Cowboy
Jenny Tolman
10 episodes
4 days ago
Saddle up for “Cowgirls at The Cowboy”, the nation’s first and only 3-night all-female country music festival! Hosted at Jackson Hole’s iconic Million Dollar Cowboy Bar, with country artist Jenny Tolman at the helm, the weekend celebrates strong women in country music. “The Road to Cowgirls at The Cowboy” takes you behind the scenes with the ladies of “Cowgirls at The Cowboy”, chatting everything from music, to life on the road, and being mothers in the entertainment industry. Let’s Go Girls!
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Music Interviews
Music
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Saddle up for “Cowgirls at The Cowboy”, the nation’s first and only 3-night all-female country music festival! Hosted at Jackson Hole’s iconic Million Dollar Cowboy Bar, with country artist Jenny Tolman at the helm, the weekend celebrates strong women in country music. “The Road to Cowgirls at The Cowboy” takes you behind the scenes with the ladies of “Cowgirls at The Cowboy”, chatting everything from music, to life on the road, and being mothers in the entertainment industry. Let’s Go Girls!
Show more...
Music Interviews
Music
Episodes (10/10)
The Road to Cowgirls at The Cowboy
Ep 10 - Trannie Anderson

This week's guest on the podcast is the wonderfully talented Trannie Anderson! Trannie is an ACM and CMA nominated songwriter, writing hits for superstars like Lainey Wilson, Morgan Wallen, Reba, Dan + Shay, and our very own headliner at this year's Cowgirls at The Cowboy, Ella Langley! Trannie was named Music Row's "Breakthrough Songwriter of 2023" and won both iHeart and NSAI's "Song of the Year" in 2023. Not only has Trannie co-written many of our favorite songs, but she's working on her own project, set to release soon! We can't wait to welcome Trannie to Jackson Hole in just a few weeks!

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1 month ago
47 minutes 26 seconds

The Road to Cowgirls at The Cowboy
Ep 9 - Julie Kennedy

We’ve got another amazing guest to introduce y’all to! She’s the 2023 CCMA Fiddle Player of the Year, half of award-winning duo, Twin Kennedy, breast cancer survivor, new mama and my very own fiddle player in my band with one amazing story and solos for all of you to hear - the one and only, Julie Kennedy! I’m so excited to bring Julie back to this year's Cowgirls at The Cowboy!

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1 month ago
29 minutes 45 seconds

The Road to Cowgirls at The Cowboy
Ep 8 - Mae Estes

It’s that time of year again! I'm so excited to welcome a friend, co-writer, and incredibly talented artist, Mae Estes, on the first episode of our third season! Mae has been in Music City for nearly 10 years, and has many stories to tell. From sharing the stage with Vince Gill, to touring with Brad Paisley and Luke Bryan, Mae is the Cowgirl to watch. I can’t wait for her to join us in Jackson Hole this year, and I know you’ll love her as much as I do!

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1 month ago
1 hour 10 minutes 15 seconds

The Road to Cowgirls at The Cowboy
Ep 7 - Tenille Townes

For our final episode this season, I’m so happy to have two-time ACM winning country artist, Tenille Townes! Tenille has such a huge heart for people, which, as you’ll hear, feeds into her music. She has recently stepped away from her record label in Nashville, and shares her excitement for her newfound freedom in creating! We’re honored to have her appearing at “Cowgirls at The Cowboy” in just a few weeks! Please enjoy this finale episode with the beautiful, Tenille Townes.

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1 year ago
32 minutes 6 seconds

The Road to Cowgirls at The Cowboy
Ep 6 - Avery Anna

I truly enjoyed getting to sit down with platinum-selling artist, Avery Anna, for this next episode! She has an incredible story on how she got to Nashville (on quite the shooting star)! I absolutely love her writing style, as it is one of the most unique and interesting I’ve heard in a long time - and that sentiment is reciprocated by her nearly 2 million TikTok followers. I’m thrilled for her to join us in Jackson Hole and hope you enjoy our chat, as much as I did!

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1 year ago
43 minutes 9 seconds

The Road to Cowgirls at The Cowboy
Ep 5 - Lori McKenna

I’m beyond honored to have none other than Grammy-winning songwriter, Lori McKenna, on the first episode of our second season! Known for writing mega-hits such as “Girl Crush” and “I Bet You Think About Me”, Lori is one of the most sought after songwriters in Nashville, while still living in her home state of Massachusetts. She is an incredible artist as well and a mother of 5! I’m so excited that you guys get to sit down with us, and after listening, you’ll definitely see why I say she is the epitome of her song, “Humble & Kind”.

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1 year ago
47 minutes 19 seconds

The Road to Cowgirls at The Cowboy
Ep 4 - Carissa Culiner
Today’s guest is so special because although she’s not performing at the festival, she is a lady of Cowgirls at The Cowboy, nonetheless - the host of CMT’s Hot 20 Countdown, Carissa Culiner! She will be joining us for our second year, along with the whole Hot 20 crew, to film the festival and do some fun interviews with all of our performers! She’s an Emmy-nominated TV host and a mom, with such a fun story. So grateful to share her story with y’all!
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2 years ago
27 minutes 40 seconds

The Road to Cowgirls at The Cowboy
Ep 3 - Ashley Monroe

Today’s episode features Grammy-nominated singer-songwriter, Ashley Monroe! I’ve been a huge fan of Ashley’s since high school, so this was really exciting! She’s written hit songs for Miranda Lambert, Jason Aldean, and more, is a member of the cherished female-trio, Pistol Annies, and has an incredible story of resilience that I can’t wait for you to hear. Enjoy!

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2 years ago
33 minutes

The Road to Cowgirls at The Cowboy
Ep 2 - Tigirlily Gold

The sister-duo, whose star is rapidly rising, Tigirlily Gold, join me on today’s show! These girls are sweet, hilarious, and most of all - TALENTED. They have their first single out to country radio right now, “Shoot Tequila”, and have already performed on The Grand Ole Opry stage five times! I’m thrilled and grateful to have them joining us at Cowgirls at The Cowboy! Enjoy!

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2 years ago
24 minutes 57 seconds

The Road to Cowgirls at The Cowboy
Ep 1 - Caitlyn Smith

I’m so excited to have the incredibly talented, 2x ACM nominated, Caitlyn Smith for my first guest on the podcast! Caitlyn performed at the Inaugural “Cowgirls at The Cowboy” in 2022 and has one of the most stunning voices you’ll ever hear. She’s also one of the most gifted songwriters in Music City. She has songwriting credits that include Dolly Parton, Garth Brooks, Miley Cyrus, and Rascal Flatts, and has toured with Tim McGraw & Faith Hill, Little Big Town, George Strait, and the list goes on and on. I know you’re going to LOVE her as much as I do!

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2 years ago
41 minutes 36 seconds

The Road to Cowgirls at The Cowboy
Saddle up for “Cowgirls at The Cowboy”, the nation’s first and only 3-night all-female country music festival! Hosted at Jackson Hole’s iconic Million Dollar Cowboy Bar, with country artist Jenny Tolman at the helm, the weekend celebrates strong women in country music. “The Road to Cowgirls at The Cowboy” takes you behind the scenes with the ladies of “Cowgirls at The Cowboy”, chatting everything from music, to life on the road, and being mothers in the entertainment industry. Let’s Go Girls!