Jason Shepherd: Chasing Dreams episode artwork

EPISODE · Mar 19, 2026 · 38 MIN

Jason Shepherd: Chasing Dreams

from Made to Make · host Shannon Grissom

Send us Fan MailKentucky singer-songwriter Jason Shepard joins the Made to Make podcast to share his journey through songwriting, creativity, and building a music career while balancing family and a full-time job. (Sometimes two jobs!) In this inspiring interview, we explore his musical influences, creative process, the evolution of his sound, and how he stays committed to his artistic calling through setbacks and successes. In this heartfelt conversation, Shepherd opens up about the road that shaped his music—from early influences and first songs to finding his unique sound. He shares the stories behind his lyrics, how he navigates creativity alongside family life and a full-time job, and what failure has taught him about staying the course. If you’re a fellow creative chasing a dream in the middle of real life, this episode will inspire you to keep going.Support the showPlease like, subscribe and share! For more information and to connect with us visit PainterlyLife.com

Episode metadata supplied by the publisher feed · Published Mar 19, 2026

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Send us Fan Mail Kentucky singer-songwriter Jason Shepard joins the Made to Make podcast to share his journey through songwriting, creativity, and building a music career while balancing family and a full-time job. (Sometimes two jobs!) In this inspiring interview, we explore his musical influences, creative process, the evolution of his sound, and how he stays committed to his artistic calling through setbacks and successes. In this heartfelt conversation, Shepherd opens up about the r...

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Jason Shepherd: Chasing Dreams

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