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309: Madison Cunningham

The Third Story Podcast with Leo Sidran

Release Date: 11/24/2025

309: Madison Cunningham show art 309: Madison Cunningham

The Third Story Podcast with Leo Sidran

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...

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308: Theo Bleckmann show art 308: Theo Bleckmann

The Third Story Podcast with Leo Sidran

Singer and composer Theo Bleckmann has spent his career between categories - jazz and avant-garde, improvisation and composition, structure and discovery. Born in Germany, he began as a boy soprano and figure skater before discovering jazz and moving to New York to study with Sheila Jordan. Since then, he’s built a singular life in music, collaborating with artists like Meredith Monk, Laurie Anderson, and Ben Monder. Here he talks about community, teaching, queerness, and the meaning of “a life in music” rather than “a career in jazz.” He also talks about his new album Love &...

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307: dodie show art 307: dodie

The Third Story Podcast with Leo Sidran

British singer-songwriter dodie has spent half her life in public. Long before algorithms and engagement metrics ruled the day, she began posting homemade songs and videos on YouTube as a teenager from Essex. Her soft voice, self-effacing humor, and unfiltered honesty drew millions of viewers who watched her grow up online—sharing heartbreaks, mental-health struggles, and moments of joy in real time. Fifteen years later, that same authenticity anchors her second album, Not For Lack of Trying (Decca / Verve), a project that finds her looking inward with more clarity and balance than ever....

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306: Vera Brandes show art 306: Vera Brandes

The Third Story Podcast with Leo Sidran

The Köln Concert by Keith Jarrett is one of the most iconic recordings in jazz history — a completely improvised solo piano performance, recorded in 1975, that became both the best-selling solo album and the best-selling piano album of all time. And yet, the concert almost didn’t happen. The new film Köln 75, directed by Brooklyn-based filmmaker Ido Fluk, tells the remarkable true story behind that night through the eyes of Vera Brandes, the 18-year-old German concert promoter whose persistence and intuition made it possible. Against all odds - and with only a broken, nearly unplayable...

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305: Jacob Jeffries show art 305: Jacob Jeffries

The Third Story Podcast with Leo Sidran

Pianist, songwriter, and performer Jacob Jeffries the morning after he played Madison Square Garden with Vulfpeck, reflecting on the surreal thrill of performing in the legendary arena with his close friends, while also grounding the experience in the everyday reality of being a working musician. The conversation traces his journey from South Florida (where his childhood was shaped by Beatles records, summer theater programs like Lovewell, and the absence of a bar mitzvah he later regretted) to his early career with the Jacob Jeffries Band and formative studio experiences with Grammy-winning...

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304: Leonor Watling show art 304: Leonor Watling

The Third Story Podcast with Leo Sidran

Born and raised in Madrid, Leonor Watling grew up between cultures, the daughter of a Spanish academic father and a British mother who had been raised in Africa. From an early age she was aware of both the fragility and the richness of life: her father was sick for much of her childhood and passed away when she a teenager, just as she began working steadily as an actress. That combination of otherness and awareness shaped her perspective, both on stage and in song. Best known internationally for her starring role in Pedro Almodóvar’s Talk to Her, she is one of the most recognizable faces in...

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303: Stella Cole show art 303: Stella Cole

The Third Story Podcast with Leo Sidran

Stella Cole went from nearly giving up singing in college to becoming one of the breakout stars of the pandemic era, thanks to her viral performances of American Songbook standards on TikTok. Now signed to Decca and releasing her second full length album It’s Magic, she talks about following her instincts, finding her voice, and turning childhood obsessions into a career.  

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302: Ben Sidran at 82 show art 302: Ben Sidran at 82

The Third Story Podcast with Leo Sidran

Every year on his birthday, my dad and I sit down for a conversation. It started when he turned 76, and with a few exceptions, we’ve done it ever since - capturing an ongoing record of where his head and heart are at that particular moment. Over the years we’ve talked about music, memory, politics, travel, the craft of performing, and the art of living. These annual conversations have become a kind of time-lapse portrait: the same two people returning to the mic, but always a little changed. This year, as Ben turns 82, the theme that emerges is that he is “still auditioning for the...

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301: Mary Sweeney Returns show art 301: Mary Sweeney Returns

The Third Story Podcast with Leo Sidran

In 2018, film editor, producer, writer, and director Mary Sweeney sat down for a wide-ranging conversation about her career — from growing up in Madison, Wisconsin, to collaborating with one of the most visionary directors of our time, David Lynch. That conversation traced her evolution as an artist, her pivotal role in shaping films like Lost Highway, The Straight Story, and Mulholland Drive, and the intimate creative and personal relationship she shared with Lynch. Seven years later, in the wake of Lynch’s death in early 2025, Sweeney returns for a follow-up conversation, recorded in a...

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300: Moses Patrou show art 300: Moses Patrou

The Third Story Podcast with Leo Sidran

Moses Patrou has spent the past twenty-five years in New York, carving out a unique space as a multi-instrumentalist and bandleader. From early days in Madison, Wisconsin playing hand drums in hip hop bands, to immersing himself in Cuban and Brazilian traditions, to gigging across the city in every imaginable context, Patrou has done it all. During the pandemic, he taught himself to play organ—a transformation that has reshaped his sound and his role in the scene. Here he reflects on the long road behind his new record Confession of a Fool - a soulful and striking record that represents the...

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More Episodes

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.