This week on Reclaiming, we sat down with comedy powerhouse Chelsea Handler for a conversation that peels back the layers of her signature confidence and wit - and oh did we laugh! Chelsea opens up about the profound loss of her brother and how his death shaped the trajectory of her life. She candidly discusses her late-in-life embrace of therapy, offering her thoughts into why it's never too late for self-discovery. We also explore societal expectations around motherhood and how Chelsea has cultivated meaningful relationships with children in her life while remaining true to her decision not to have children of her own.

Be the first to know about Wondery’s newest podcasts, curated recommendations, and more! Sign up now at https://wondery.fm/wonderynewsletter

Listen to Reclaiming with Monica Lewinsky on the Wondery App or wherever you get your podcasts. You can listen early and ad-free on Wondery+. Join Wondery+ in the Wondery App, Apple Podcasts or Spotify. Start your free trial by visiting wondery.com/links/reclaiming-with-monica-lewinsky now.

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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.

Be the first to know about Wondery’s newest podcasts, curated recommendations, and more! Sign up now at https://wondery.fm/wonderynewsletter

Listen to Reclaiming with Monica Lewinsky on the Wondery App or wherever you get your podcasts. You can listen early and ad-free on Wondery+. Join Wondery+ in the Wondery App, Apple Podcasts or Spotify. Start your free trial by visiting wondery.com/links/reclaiming-with-monica-lewinsky now.

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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.

Be the first to know about Wondery’s newest podcasts, curated recommendations, and more! Sign up now at https://wondery.fm/wonderynewsletter

Listen to Reclaiming with Monica Lewinsky on the Wondery App or wherever you get your podcasts. You can listen early and ad-free on Wondery+. Join Wondery+ in the Wondery App, Apple Podcasts or Spotify. Start your free trial by visiting wondery.com/links/reclaiming-with-monica-lewinsky now.

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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.

Be the first to know about Wondery’s newest podcasts, curated recommendations, and more! Sign up now at https://wondery.fm/wonderynewsletter

Listen to Reclaiming with Monica Lewinsky on the Wondery App or wherever you get your podcasts. You can listen early and ad-free on Wondery+. Join Wondery+ in the Wondery App, Apple Podcasts or Spotify. Start your free trial by visiting wondery.com/links/reclaiming-with-monica-lewinsky now.

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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.

Be the first to know about Wondery’s newest podcasts, curated recommendations, and more! Sign up now at https://wondery.fm/wonderynewsletter

Listen to Reclaiming with Monica Lewinsky on the Wondery App or wherever you get your podcasts. You can listen early and ad-free on Wondery+. Join Wondery+ in the Wondery App, Apple Podcasts or Spotify. Start your free trial by visiting wondery.com/links/reclaiming-with-monica-lewinsky now.

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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.

Be the first to know about Wondery’s newest podcasts, curated recommendations, and more! Sign up now at https://wondery.fm/wonderynewsletter

Listen to Reclaiming with Monica Lewinsky on the Wondery App or wherever you get your podcasts. You can listen early and ad-free on Wondery+. Join Wondery+ in the Wondery App, Apple Podcasts or Spotify. Start your free trial by visiting wondery.com/links/reclaiming-with-monica-lewinsky now.

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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.

Be the first to know about Wondery’s newest podcasts, curated recommendations, and more! Sign up now at https://wondery.fm/wonderynewsletter

Listen to Reclaiming with Monica Lewinsky on the Wondery App or wherever you get your podcasts. You can listen early and ad-free on Wondery+. Join Wondery+ in the Wondery App, Apple Podcasts or Spotify. Start your free trial by visiting wondery.com/links/reclaiming-with-monica-lewinsky now.

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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.

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.