Reclaiming with Monica Lewinsky – Details, episodes & analysis

Listen to Reclaiming with Monica Lewinsky wherever you get your podcasts on February 18. You can listen ad-free on Wondery+. Join Wondery+ in the Wondery app or on Apple Podcasts.

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In this episode, Monica sits down with actress, women’s health advocate, and breast cancer survivor, Olivia Munn for a candid conversation about resilience, self-discovery, and healing. Olivia reflects on her childhood experiences with bullying and how her stubbornness helped shape her fierce, determined spirit as an adult. She also discusses the lessons she’s learned in the industry, the mindful practices that keep her grounded, and her journey through a breast cancer diagnosis—including the challenges of a mastectomy and her bold decision to reveal her scars in her iconic Skims campaign. With an honest, down-to-earth conversation, this episode offers real talk on resilience, growth, and learning to live in the now.

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In the powerful premiere of Reclaiming with Monica Lewinsky, Monica reflects on how she found the strength to take back her story after the scandal that turned her life upside down. With raw honesty, she opens up about the years of public shame, personal struggle, and the turning point that led her to reclaim her voice. This episode offers an intimate look at Monica’s journey from survivor to activist—and the strength it took to become the woman she is today. Interviewed by Elna Baker.

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In this deeply personal episode, Monica chats with actor and Traitors presenter Alan Cumming, who shares his story of surviving an abusive childhood with a father obsessed with his hair and the lasting impact it left on him. He reflects on the power of speaking openly about his trauma, how sharing his story has helped him heal, and why he still struggles with the fear of becoming a father himself. It’s an honest and raw conversation about breaking cycles, confronting the past, and learning to move forward.

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This week on Reclaiming, we are joined by visionary Director Jon M. Chu. Jon reflects on his extraordinary career path, delving into how themes of identity and representation have become cornerstones of his cinematic storytelling. We explore the creative processes behind the scenes of Wicked and Crazy Rich Asians, uncovering how these films evolved into the beloved classics we know today. Plus, Jon offers a glimpse into his highly anticipated Britney Spears biopic. Tune in for an enlightening and captivating discussion with one of Hollywood's most influential filmmakers.

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This week on Reclaiming, we sit down with trailblazer Tarana Burke, the activist and leader whose powerful voice helped to spark a global movement. In this candid conversation, Tarana opens up about the origins of Me Too, revealing the deeply personal experiences that fueled her lifelong fight for justice. She sheds light on the complexities of power dynamics, the resilience of those who have felt unheard, and the ongoing work of creating safer spaces for all. With wisdom, warmth, and unshakable determination, Tarana reflects on the victories, the challenges, and the path forward in a world still reckoning with long-overdue change. Don’t miss this inspiring and thought-provoking episode with the woman who turned a phrase into a revolution.

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This week on Reclaiming, we sit down with the incomparable Molly Ringwald, the actress who defined a generation and shaped '80s pop culture forever. In this intimate conversation, Molly pulls back the curtain on her meteoric rise to fame, sharing candid revelations about navigating Hollywood as a teenage icon. She offers a fascinating glimpse into her creative partnership with legendary director John Hughes, and reveals the untold story of how her own headshot unexpectedly inspired the classic ""Pretty in Pink."" Plus, Molly reflects on her years in Paris, where she rediscovered herself away from the American spotlight. Don't miss this nostalgic yet deeply personal episode with the original teen queen who continues to captivate audiences decades later.

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This week on Reclaiming, we welcome renowned tech journalist and industry expert Kara Swisher. Kara offers a thoughtful prediction on the political landscape under Trump and Musk. She drops a provocative take on AI's gender problem and why she believes men are at the heart of it and she even shares her personal reflections on pregnancy. Don't miss this no-holds-barred conversation with one of Silicon Valley's most influential voices.

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This week on Reclaiming, we chat with the brilliant Beanie Feldstein, the actor who brought a pivotal chapter of Monica's life to the screen. Beanie opens up about the challenges of portraying a real person, the emotional depth of stepping into someone else’s story, and the power of storytelling to shift narratives. Beyond the screen, she shares how personal loss shaped her, from navigating her own grief after the death of her brother, to becoming a counselor at Experience Camps, where she helps grieving children find healing. She also reflects on the joy of her wedding day -- the magical venue, a prophetic dream, and matching Gucci. With warmth and humor, Beanie speaks about love, loss, and family. Don’t miss this heartfelt and deeply personal conversation.

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This week, Monica sits down with skateboarding pioneer Tony Hawk. Tony reflects on the physical toll of his most severe injuries and revisits what it felt like during the historic moment when he landed the 900 at the '99 X Games. Then, Tony opens up about his newest role as grandfather, and shares his unique connection with the late Kurt Cobain, and why he's still actively skating and dropping in at local skateparks.

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