Reclaiming with Monica Lewinsky

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...

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...

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 reinvent...

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. Wi...

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 ...

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 hi...

In this deeply soulful and wide-ranging conversation, Monica sits down with singer, songwriter, and now record label founder Kesha to talk about healing, spirituality, and the long road to joy. Kesha opens up about her fight for autonomy, the emotional toll of public scrutiny, and how her spiritual journey and her work with Rick Rubin helped her reconnect with herself. From crystals and plant medicine to reclaiming her voi...

This week on Reclaiming, we sit down with journalist, attorney, and Today Show anchor Savannah Guthrie for a candid and heartfelt conversation about ambition, loss, faith and trusting the unexpected. Savannah reflects on her early days as a young intern in Washington, D.C., when dreams of law and journalism collided, and the serendipitous turns that shaped her path forward. She opens up about the profound grief of losing h...

This week on Reclaiming, we sit down with actor, writer, and musician Josh Radnor for a soulful, searching conversation about identity, creativity, and the lessons that come from letting go. Josh reflects on the surreal weight of becoming a household name through How I Met Your Mother—and the years it took to untangle his sense of self from the character of Ted Mosby. He opens up about his deepening relationship with music...

This week on Reclaiming, we sit down with the iconic Brooke Shields—actress, model, author, and lifelong performer whose career has spanned decades and defied expectations. In this conversation, Brooke opens up about aging in the public eye and the freedom she’s found in embracing it on her own terms. She reflects on the joy and vulnerability of live performance, her deep love of comedy, and why making people laugh has bec...

This week on Reclaiming, we sit down with Miley Cyrus, a global icon, shape-shifting performer, and fearlessly candid storyteller. Miley opens up about her earliest days in the spotlight, the complicated legacy of Hannah Montana, and the personal cost of growing up famous. She shares why her latest music feels like medicine, how she’s learned to set boundaries with the public, and the lessons she’s still unlearning about s...

This week on Reclaiming, we are joined by actor and activist Sophia Bush. Sophia discusses the journey of learning to trust her instincts after experiencing workplace trauma, navigating public scrutiny during personal transitions, and discovering the power of righteous anger. Sophia shares profound insights about the "character" we become in others' eyes versus our authentic selves, and how somatic practices have helped he...

This week on Reclaiming, we sat down with bestselling author and activist Glennon Doyle to discuss self-trust, authenticity, and personal transformation. Glennon opens up about her ongoing journey with eating disorders, recovery, and her relationship with being in the public eye. Plus we explore the power of somatic therapy, listening to one's body, and setting boundaries - even when it's uncomfortable.

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This week on Reclaiming, we sit down with beloved author and truth-teller Anne Lamott, whose words have offered solace and light to generations of seekers. In this heartfelt conversation, Anne dives into the transformative power of grace, the messy art of forgiveness, and the lifelong unraveling of perfectionism and codependency. With her unique mix of wit and vulnerability, she shares stories of stumbling and surrender, r...

This week on Reclaiming, we talk with visionary Andrew Yang, the entrepreneur, former presidential candidate, and champion for a new kind of democracy. In this enlightening conversation, Andrew shares his bold ideas for transforming the American political landscape, including the case for term limits, the need for more than just two political parties, and his passionate advocacy for Universal Basic Income. He reflects on h...

This week on Reclaiming, we sit down with the unflinching and fiercely funny Tig Notaro, a comedian whose honesty and humor have redefined the boundaries of stand-up. In this raw and revelatory conversation, Tig opens up about the life-threatening battle with C. diff that left her physically depleted, and the surreal moment that followed just months after —when she stepped on stage just days after being diagnosed with canc...

This week on Reclaiming, we are joined by the youngest person to ever top the billboard 100, artist JoJo Levesque, who takes us behind the curtain of her remarkable 20-year career in music. In this raw and revealing conversation, she opens up about her complex path to self-discovery, her fight to reclaim her artistic freedom after a devastating label dispute that kept her music hostage, and the personal battles that shaped...

This week on Reclaiming, we sit down with the pioneering Margaret Cho, the legendary comedian, actress, and activist who has spent decades breaking barriers and challenging norms. In this candid conversation, Margaret reflects on her journey to becoming an icon for both the Asian and LGBTQ+ communities, the responsibility that comes with visibility, and the power of comedy as a tool for change. She opens up about her lifel...

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 al...