Reclaiming with Monica Lewinsky

This week on Reclaiming, Monica sits down with actor, writer, and activist Jameela Jamil for a passionate conversation about pleasure, purpose, and the ways modern life has quietly taught us to live without community. Jameela reflects on her desire to build a chosen village, why friendships deserve as much investment as romantic relationships, and how capitalism and isolation have reshaped our ideas of fulfillment. She opens up about nearly dying as a teenager, rejecting the idea that life is a test to endure, and why peace, laughter, and joy are not indulgences but necessities. Together, they explore loneliness, patriarchy, burnout, and the radical idea that a meaningful life might be rooted not in productivity, but in connection, curiosity, and shared humanity See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

When Monica dreamed up Reclaiming, she imagined conversations that could stretch and reshape what reclamation means — identity, agency, voice, dignity, desire, self-worth, ancestry, joy, and even the things we didn’t know we needed to take back.Across 48 guests, we asked the same question:What is something you're working on reclaiming right now?The answers turned into a breathtaking tapestry — big, small, public, private, famous and familiar — from reclaiming bodies and boundaries to relationships with family, fame, faith, narrative, pleasure, community, and the powerful decision to rewrite the story of your own life.This special episode gathers every one of those moments into a single watch. You’ll hear reflections that are messy, triumphant, hilarious, tender, surprising — and yes, one guest even reclaimed her misaligned zodiac sign.It’s a reminder that reclaiming isn’t a destination — it’s an ongoing practice, a return to ourselves over and over again.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

All year long, people have asked Monica the same question: Who’s been your favorite interview? And all year long, the truth has been the same — there was something unforgettable in every single conversation. So for this special compilation, we’ve pulled together some of the most powerful, lingering moments of 2025 into one episode.From Miley Cyrus talking about shame, sexuality, and the collateral damage of fame, to Alan Cumming confronting his abuser, to Chelsea Handler cracking open decades of armor over a single orange — these are the stories that stayed with us. Jurnee Smollett and Gabrielle Union explore blood memory and ancestry; Mark Duplass names “the woog” that lives between anxiety and depression; Sarah Paulson and Allison Janney reflect on childhood survival strategies and the characters that shaped them. Tarana Burke reframes grace, John Oliver and Margaret Cho show how gallows humor can literally save us, Molly Ringwald and Adam Scott unpack the long tail of fame, Olivia Munn reclaims her mastectomy scars, Beanie Feldstein talks about grief and language, Jon Chu and Tony Hawk share the hustles and crash landings behind their legends, and Elise Loehnen and Courtney Smith dig into the high cost of reputational harm — especially for women.And because Reclaiming is never just one thing, we even tucked some of the year’s funniest, most unhinged moments at the end — from sex vocabulary lessons to Broadway “up the butt” lore to John Oliver’s favorite four-letter word. It’s a season of memorable moments, in one episode: raw, reflective, heartbreaking, and laugh-out-loud ridiculous in all the best ways.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 Michael Urie—actor, producer, and director whose career has been shaped by sharp comedy, emotional range, and a deep love of the stage and screen. In this conversation, Michael reflects on the lasting impact of Ugly Betty, what it meant to play a character who resonated so deeply with audiences, and how those early television years helped define his voice as a performer. He opens up about his unconventional path into acting—the power of the ACT after bombing the SATs—and how that second chance ultimately led him to Juilliard, along with the expectations and stereotypes that often come with elite training.We also explore his annual festival Pride Plays and why creating intentional space for LGBTQ+ artists feels increasingly vital in a media landscape dominated by algorithms and influencers. And just in case things get too serious, Michael also gives Monica permission to call him “Mikey,” finishes the rest of her banana, and proves once and for all that Mikey will eat anything.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, Monica sits down with author Elise Loehnen and coach Courtney Smith for a conversation about goodness, desire, and the new "workbook" they co-authored "Choosing Wholeness Over Goodness" . Elise reflects on the ideas behind her other book “On Our Best Behavior” and the cultural pressure for women to be selfless, disciplined, and “good,” while Courtney explains how those inherited beliefs settle into the body and quietly steer our choices. Together they explore Enneagram types and how understanding our dominant type and wing can illuminate the fears driving our behavior, the drama triangle and the roles we slip into without noticing, and the surprising insight within envy and wanting. They talk about the fear of losing approval when we step out of line, the shame that gathers around desire, and the courage it takes to name what we truly need.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, Monica sits down with bestselling author Harlan Coben for a conversation about risk, and the emotional heart that anchors every twist he writes. Harlan reflects on the fear and curiosity that led him to co-author a book with Reese Witherspoon, the childhood losses that shaped his most beloved characters, and the belief that pressure is a privilege for any creative life. He opens up about the hotel key he still keeps from his father, why thrillers only work when readers care deeply, and how boredom, insecurity, and paying attention to human behavior quietly fuel his work. Together, they explore grief, humor, the lives we imagine, and the stories that keep us tethered to one another. 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, Monica sits down with the authors of ALL THE COOL GIRLS GET FIRED, Laura Brown and Kristina O’Neill, for a conversation about identity, resilience, and rebuilding after everything shifts. Laura and Kristina share the story of being fired from their dream jobs, how they moved through shock and uncertainty, and why that moment became the spark for their next chapter. Together, they explore how women are taught to carry shame around career loss, the power of community and humor in hard moments, and what it really means to reclaim your worth outside of a title. Sharing the firing stories of famous women like Oprah, Katie Couric, Carol Burnett and many others, It it is an honest, grounded look at letting go, starting again, and trusting that sometimes the fall is what sets you free.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, Monica sits down with artist and author Charlie Mackesy for a warm conversation about softness, grief, and what it means to stay human in a world that urges you to harden. Charlie opens up about the unexpected impact of The Boy, the Mole, the Fox and the Horse, the emotional weight of meeting readers in their most tender moments, and how creating gentle work requires its own quiet courage. Together, in this connecting, deep dive they explore childhood defenses, the ache of losing the people and animals we love, and why storms change us even when we don’t choose them. Charlie also tells us about when his 19 year old dog, Barney, met the late Queen Elizabeth. 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 Malala Yousafzai—activist, author, and Nobel Peace Prize laureate whose courage and conviction have inspired a global movement for girls’ education. In this conversation, Malala reflects on growing into herself—beyond the headlines and history—and learning to see her life through her own lens. She speaks candidly about her feminist father, whose belief in equality helped her imagine a future not just for herself, but for generations of women to come.We also explore her evolving relationship with her mother, and how, as Malala gets older, she’s come to understand and honor her mother’s perspective in new ways. And because self-discovery isn’t all philosophy and politics, Malala shares the lighter side too—like deciding it was finally time to wear jeans and the tragic, but clarifying, realization that she looks truly terrible in a cardigan. And if you’ve ever wondered if being brave in activism translates to being brave in other areas — Malala and Monica discuss rollercoasters!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 Adam Scott—actor, producer, and storyteller whose career has spanned cult classics, beloved comedies, and boundary-pushing drama. In this conversation, Adam reflects on the years of struggle before his “big break,” the self-doubt that came with them, and how Parks and Recreation didn’t just change his career—it reshaped his sense of belonging. He shares how the unexpected, global resonance of Severance has opened up a new creative chapter, one defined by leaning into the unknown. We also explore the loss of his mother to ALS and the complicated experience of parenting while building a career.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 Lili Reinhart—actor, producer, and author who’s redefining what it means to live honestly in the spotlight. In this conversation, Lili opens up about her ongoing battle with anxiety, PMDD, and cystic acne, and how learning to be present has become the foundation of her healing.We chat about her relationship to the characters she’s played, from Riverdale’s girl-next-door, Betty Cooper, to the anxious, dread laden Harper of Hal & Harper. Lili also opens up about the inspiration behind her new skincare line, Personal Day, born from years of vulnerability, experimentation, and self-care. A conversation about authenticity, duality, and the courage to show up—exactly as you are.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, Monica sits down with actor Grace Van Patten, whose fearless performances have made her one of Hollywood’s most intriguing young talents. Grace opens up about the challenge and responsibility of portraying Amanda Knox (The Twisted Tale of Amanda Knox on Hulu), and how she approached the role not as a tabloid figure, but as a complex human being caught in an impossible situation. She reflects on growing up in a famously creative but deeply supportive family, where encouragement and curiosity were constants—and how that foundation helped her stay grounded while pursuing a life in front of the camera. Grace also shares how her college courses in criminal psychology unexpectedly became tools in her actor’s toolkit, helping her build deeper, more layered characters. Together, she and Monica explore how the Me-Too movement reshaped her generation’s relationship to power and vulnerability—and how, through it all, Grace is learning to reclaim her inner child, to hold space for joy, curiosity, and self-trust amid the demands of a difficult world. 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, Monica sits down with Sarah Paulson for a conversation about ambition, empathy, and what it means to be seen. Sarah reflects on the roles that changed her life, from American Horror Story to Impeachment, and the complicated art of portraying someone like Linda Tripp with both honesty and compassion. Together, they unpack how childhood survival skills can turn into creative instincts, the tension between visibility and vulnerability, and the quiet strength that comes from forgiveness. It is an intimate look at transformation, grace, and the power of meeting your past with understanding.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, Monica sits down with Dr. Mary Claire Haver, OB-GYN and author of The New Menopause. Together they explore what it really means to navigate perimenopause and menopause with clarity and compassion. Dr. Haver explains the physical and emotional changes of this stage, the gaps in medical training on women’s health, and the cultural silence that leaves so many unprepared. She and Monica talk about weight stigma, hormone therapy, brain fog, and the urgency of science-based care. And, since Dr Haver was originally focused on Geology, they chat on Monica’s favorite topic: crystals!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, Monica sits down with Flamingo Estate founder, Richard Christiansen, for a conversation about wonder, reinvention, and slowing down. Richard shares how the collapse of his old life gave way to the garden at Flamingo Estate, reflecting on childhood shame, creative awakening, and the quiet work of softening into love. Together, they explore how convenience erodes meaning, why ceremony matters, and how beauty can be turned into impact. It is a soulful look at what blooms when we choose to live with intention.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 Allison Janney—Oscar, Emmy, and Tony-winning actress whose depth, humor, and humanity have made her one of Hollywood’s most beloved performers. In this conversation, Allison opens up about the silver screen legends who shaped her early career—Joanne Woodward and Paul Newman—and how their mentorship changed everything. She reflects on her own journey of self-exploration through ketamine, MDMA, mushrooms, and even astrology, sharing how those experiences have helped her see herself, and the world, more clearly. We also explore her profound love for her mother, the unshakable bond she shared with her brother, and the enduring ache of his loss. Allison also reflects on her deep friendship with Matthew Perry, and the shared understanding that comes from loving people who wrestled with pain and brilliance in equal measure.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, Monica sits down with Gabrielle Union for a conversation that is both deeply personal and profoundly expansive. Gabrielle opens up about her journey through trauma and survival, the ways disassociation shaped her life, and her ongoing work to reclaim peace in her body and spirit. She reflects on the cultural legacy of Bring It On twenty-five years later, her pilgrimage to Africa for her 50th birthday, and how listening to ancestors has guided her path forward. Gabrielle also shares the story of surviving sexual assault at 19, the impact it had on her relationships and career, and why she has committed her voice and advocacy to changing how we understand and treat PTSD. Later in the episode, psychiatrist Dr. Sofia Noori joins the conversation to unpack how trauma lives in the body and the tools that can help survivors heal. Together, Gabrielle and Sofia talk about their work with Nema Health, the company they’ve helped build to create new, lasting pathways to trauma recovery. It’s a raw, soulful episode about ancestry, survival, advocacy, and the possibility of a life defined by more than trauma.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, Monica is joined by award-winning actor Jurnee Smollett for a conversation about ancestry, resilience, and the radical act of finding joy in the present. Jurnee reflects on the “blood memory” carried through generations, the lessons of her mother and grandmother, and the responsibility of bringing truth to the screen without succumbing to trauma. She shares the spiritual practices that help her quiet her inner critic, the balance of parenting without shame, and the resilience forged at the intersection of her Black and Jewish heritage. Together, she and Monica explore feminine strength, the complexities of history, and how art can heal what feels impossible.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 Nicole Byer—comedian, actress, writer, and unapologetic force of nature whose humor has reshaped the boundaries of what comedy can hold. In this conversation, Nicole opens up about the loss of her parents and the lasting ways their absence continues to shape her outlook on life and love. She reflects on her honest, refreshingly relatable relationship with her body—how rejecting society’s unrealistic standards has become both a personal act of liberation and a cornerstone of her comedy, and how that candor eventually led to a successful book. Nicole also shares her lighthearted take on living with ADHD, why hecklers don’t stand a chance, and the joy she finds in turning the whole audience into her co-conspirators.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 Jamie Kern Lima—entrepreneur, author, and trailblazing founder of IT Cosmetics, the billion-dollar beauty brand built on authenticity and inclusion. In this conversation, Jamie opens up about what she calls “doubting yourself out of your destiny,” and her “season of setbacks."She reflects on how persevering through countless “no’s” taught her the power of resilience, why creating products that reflected real women’s skin tones and needs was non-negotiable, and how listening to her gut—even when others didn’t believe—changed everything.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.