The Third Story with Leo Sidran

309: Madison Cunningham


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Madison Cunningham's new album Ace marks a striking and vulnerable chapter in the young songwriter's evolution. Not yet 30, Cunningham has already lived through a period of profound personal transformation. She married young, divorced young, and found herself rebuilding her identity in the wake of major change. Instead of retreating, she turned the experience into a meditation on the difference between happiness and contentment.

Raised in a large religious family in Orange County, Cunningham began performing in her father's church band at twelve and was experimenting with alternate tunings before she fully understood them. Her breakthrough albums Who Are You Now (Grammy-nominated) and Revealer (Grammy winner for Best Folk Album) established her as one of the most distinctive voices of her generation.

Here she reflects on her early musical formation, artistic growth, and the deeply personal experiences that shaped Ace—a record about honesty, resilience, and learning to stay present.

www.third-story.com www.leosidran.substack.com www.wbgo.org/podcast/the-third-story

This episode is sponsored by Musication, offering in-home music lessons in Brooklyn and Manhattan for kids ages three and up. Visit https://musication.nyc and mention the podcast to receive two free trial lessons.

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The Third Story with Leo SidranBy Leo Sidran

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