This week on Reclaiming, we sit down with Mark Duplass—actor, filmmaker, writer, and creative force whose career has stretched across indie film, television, and music. In this conversation, Mark opens up about his personal journey with anxiety and depression, and how he works to keep what he calls “the woog” at bay. He reflects on the tools that help him navigate those darker stretches, the importance of naming what scares us, and how leaning into vulnerability can become its own form of resilience.

He also shares his evolving perspective on creativity, fatherhood, and partnership, and why showing up authentically online—even in the messiness—can foster a kind of intimacy that transcends likes and algorithms.

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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.

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This week on Reclaiming, Monica is joined by Liz Gilbert, bestselling author of Eat, Pray, Love and City of Girls, for a deeply personal conversation about solitude, self-compassion, and the courage to live outside expectation. Liz opens up about the liberation she’s found in celibacy, the radical practice of befriending herself, and the cost of female over giving. She and Monica talk about loneliness, freedom, recovery, and what it means to say: this isn’t working for me. It’s a candid and soulful episode about grief, transformation, and the power of reclaiming your own life. And make sure to check out her new book "All the Way to the River" out now!

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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.

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This week on Reclaiming, we sit down with Julia Fox—actress, artist, author, and unabashed cultural provocateur who has turned fearlessness into a full-blown art form. In this conversation, Julia opens up about the importance of having a positive male role model for her son, the determination not to let the demons of her past overshadow the blessings of her future, and how she manifested—yes—a sugar daddy. She reflects on her meteoric rise from the New York art scene and doing sex work to breaking into Hollywood, her sometimes rocky relationship with her parents, her perspective on being a muse, and the politics of beauty.

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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.

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This week on Reclaiming, Monica is joined by Pulitzer Prize winning journalist Ronan Farrow for a conversation that’s as vulnerable as it is incisive. From growing up under relentless scrutiny to reporting on some of the most powerful men in the world, Ronan opens up about the emotional toll of telling the truth and the unexpected ways trauma can shape ambition. They talk, disinformation, misplaced reality, and the quiet bravery of choosing compassion in a world that rewards cruelty. It’s a revealing and unexpectedly tender episode with one of journalism’s most fearless voices. Plus, Monica talks about the time she got catfished by a fake Greta Thunberg.

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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.

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This week on Reclaiming, Monica is joined by Amanda Knox—advocate, writer, and executive producer of the new Hulu series The Twisted Tale of Amanda Knox—for an unflinching and deeply personal conversation about identity, injustice, and the long tail of trauma. From being wrongly imprisoned for her roommate’s murder at 20 years old to reclaiming authorship over her own story, Amanda reflects on the cost of being turned into a symbol—and the strength it takes to become a person again. They talk about shame, survival, and what it means to be thrust onto a global stage as a young woman in the public eye. It’s a candid and emotionally layered episode about truth, bias, and the power of finally being heard.

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This week on Reclaiming, we sit down with comedian, writer, and host John Oliver for a candid and thoughtful conversation about comedy, shame, and the power of laughter. John reflects on his interview with Monica in 2019 for Last Week Tonight and how that moment became part of her reclaiming journey. They explore the ethical tightrope of making jokes in a world full of gray areas and how humor can be both a coping tool and a way to call power to account. John shares what really surprised him about interviewing the Dalai Lama and the unexpected way His Holiness threw him off balance. With wit and depth, he and Monica dig into the weight of public shame, the risk of accountability, and why, for John, getting into trouble might just be the point. (And they use the C Word quite a bit!)

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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.

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This week on Reclaiming, we talked to, beauty mogul, author, advocate, and all-around force, Victoria Jackson,. She built a multi-million-dollar makeup empire out of her garage, TRADEMARKED the no makeup - makeup look, and later helped bring three life-saving drugs to market after her daughter was diagnosed with a rare disease. We talked about reclaiming self-worth, purpose, and joy, and what it means to keep reinventing yourself at every stage of life. OH, AND DID YOU KNOW ONE OF HER MAKE-UP INFOMERCIALS WAS PLAYED AT THE VATICAN. 

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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.

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This week on Reclaiming, we’re joined by the hilarious Sarah Silverman, whose career has been built on saying the unsayable—and making us laugh through the discomfort. In this intimate conversation, Sarah opens up about the quiet heartbreak of losing both her parents, the shame and humor of wetting the bed well into her teens, and the evolving landscape of comedy in a culture that’s constantly redefining its boundaries. With her signature blend of sharp intellect and raw honesty, she explores how pain shapes perspective and why vulnerability might just be the truest form of rebellion. It’s a candid, surprising, and deeply human episode with one of comedy’s most enduring provocateurs. And as a bonus, Monica makes another WAP-like discovery. 

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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.

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This week on Reclaiming, we sit down with supermodel, entrepreneur, and icon Cindy Crawford for a candid and vulnerable conversation about grief, perception, and personal agency. Cindy opens up about the childhood loss of her younger brother and how that early heartbreak shaped her perspective on life, family, and resilience. She reflects on the challenges of being underestimated because of her beauty, and how she’s spent decades building a career for herself that extends beyond modeling. We hear the story behind how Cindy and her supermodel counterparts—Naomi, Linda and Christy— worked to own their narrative of 90's stardom and how the modeling industry has changed for this generation. With grace and clarity, Cindy shares how she’s stayed grounded and grateful through it all.

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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.

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This week on Reclaiming, we sit down with actor and author Andrew Rannells for a candid, funny, and deeply reflective conversation about identity, family, and the roles—onstage and off—that have shaped his life. Andrew opens up about growing up gay and Catholic in Omaha, Nebraska, and how those early years informed both his sense of humor and his search for belonging. He shares what it was like to skyrocket to fame with his Tony-nominated performance in The Book of Mormon, and later, to challenge audiences (and himself) as Elijah on HBO’s Girls. But some of his most meaningful roles have been far from the spotlight—like learning how to be a stepparent and navigating adulthood on his own terms.

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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.