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Should've Been A Cowgirl w/ Caden Gillard

An episode of the Should've Been A Cowgirl podcast, hosted by Jenna Heideman, titled "Should've Been A Cowgirl w/ Caden Gillard " was published on February 11, 2025 and runs 38 minutes.

February 11, 2025 ·38m · Should've Been A Cowgirl

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Caden Gillard’s Journey from Bull Riding to MusicIn the first episode of the year, Jenna welcomes singer-songwriter Caden Gillard to the podcast. They dive into Caden’s unique path to music, starting with his upbringing in a rodeo family, his early love for bull riding, and how an unexpected twist led him to a music career.Caden shares how skateboarding, sports, and his dad’s influence shaped his childhood before a leukemia diagnosis in his freshman year of high school changed everything. During his time in the hospital, he taught himself to play guitar, discovering a passion for music while performing for nurses and fellow patients. After recovering, he returned to bull riding, eventually competing in PRCA events.Along the way, his love for music never faded. Playing his guitar at rodeos and sharing songs online led to unexpected opportunities. He also opens up about his brief stint in college, majoring in music before ultimately deciding to pursue his passion outside the classroom.This episode is packed with inspiring stories of resilience, chasing dreams, and the unexpected paths that lead us to where we’re meant to be.

Caden Gillard’s Journey from Bull Riding to Music

In the first episode of the year, Jenna welcomes singer-songwriter Caden Gillard to the podcast. They dive into Caden’s unique path to music, starting with his upbringing in a rodeo family, his early love for bull riding, and how an unexpected twist led him to a music career.

Caden shares how skateboarding, sports, and his dad’s influence shaped his childhood before a leukemia diagnosis in his freshman year of high school changed everything. During his time in the hospital, he taught himself to play guitar, discovering a passion for music while performing for nurses and fellow patients. After recovering, he returned to bull riding, eventually competing in PRCA events.

Along the way, his love for music never faded. Playing his guitar at rodeos and sharing songs online led to unexpected opportunities. He also opens up about his brief stint in college, majoring in music before ultimately deciding to pursue his passion outside the classroom.

This episode is packed with inspiring stories of resilience, chasing dreams, and the unexpected paths that lead us to where we’re meant to be.

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