CI to Eye with Monica Holt

Oliver Richman, Singer-Songwriter and Actor

May 28, 2026·35 min
Episode Description from the Publisher

Creative work is often romanticized as spontaneous: a flash of inspiration, a breakthrough moment, a burst of talent. In reality, many artists discover that creativity is less about sudden genius and more about the systems, rituals, and relationships that help ideas grow over time. For Oliver Richman, creativity has been both an early spark and an evolving practice. As a child, his performances found an audience far beyond his years, from a widely shared rendition of "Defying Gravity" to performing alongside Stevie Wonder at just ten years old. Since then, he has continued exploring new creative paths: studying drama at NYU Tisch, writing and directing numerous projects, and building an online community through his ambitious song-a-day practice. In this episode, Oliver reflects on balancing spontaneity with structure, building meaningful connections with online audiences, and why creativity thrives when treated as a daily practice. ----- LINKS Oliver Richman: https://oliverrichman.com/  Oliver's Instagram: https://www.instagram.com/oliverrichman11/  Oliver's TikTok: https://www.tiktok.com/@oliverrichman  The New York Public Library for the Performing Arts: https://www.nypl.org/locations/lpa

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