

511: From Rock Star to Startup Founder – Art, AI, and a Live Song That'll Give You Chills | Ryan Star
Sep 24, 2025
Ryan Star, a rock singer-songwriter and founder of the music platform Stationhead, shares his journey from music to tech. He discusses the evolving role of AI in creativity and the importance of shared musical experiences. Ryan reflects on the emotional connection of live performances and the unique energy they bring. With insights on songwriting, mental health, and the challenges of transitioning to entrepreneurship, he emphasizes authenticity in art and how music can foster community. The conversation concludes with a powerful live performance from his album Angels + Animals.
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Discovering A Signature Voice
- Ryan Star describes being recognized for his singing as a gift he leans on throughout his career.
- He credits talent plus practice and recalls early moments realizing his voice was special.
Platform As Extended Stage
- Ryan Star sees building Stationhead as an extension of his music career: connecting fans at scale.
- He treats the platform as another way to inspire and create musical community beyond traditional shows.
Hire For Your Blind Spots
- Know your weaknesses and surround yourself with people who complement them.
- Be humble enough to learn the parts of business you lack and hire experts where needed.