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Reclaiming with Monica Lewinsky

Reclaiming with Monica Lewinsky

Prufrock LLC 70 episodes Latest Jun 2, 2026

Reclaiming with Monica Lewinsky is a space for thoughtful, unguarded conversations about who we are and how we make sense of the world. Drawing from her own journey in the public eye, Monica's unique ability to understand both vulnerability and resilience creates a rare sanctuary where cultural figures, experts and friends feel safe to truly open up. Each week, these intimate conversations go deep but not heavy and invite listeners to find their own connection to the stories of how we get back what was once lost or taken from us. Monica guides conversations into self-exploration with warmth, humor and the kind of unexpected insights that can only reveal themselves when one has navigated the complexity of life.

Episodes

Gary Vee Jun 9, 2026 3944 Serial entrepreneur and digital marketing icon, Gary Vee joins Monica on Reclaiming this week for a candid conversation that pulls back the curtain on his early investments in some of the biggest digital platforms of our time — including Facebook, Twitter, Venmo, and Resy, the wildly popular restaurant reservation app he co-founded. Though often seen as the patron saint of “hustle culture,” Gary r
Allyson Felix Jun 2, 2026 3475 The most decorated American track & field athlete in history, Allyson Felix joins Monica this week on Reclaiming for a conversation about what it takes to turn a moment of rejection into a movement. Allyson retraces her path from a shy, 'head-down' competitor focused solely on winning medals to the powerful advocate who risked everything to challenge a corporate sponsor system that penalized women
John Oliver: RERUN May 26, 2026 4500 This week on Reclaiming, we’re playing one of our all time interviews with comedian, writer, and host John Oliver— a candid and thoughtful conversation about comedy, shame, and the power of laughter. John and Monica first connected in 2019 when she was interviewed for Last Week Tonight and she shares how that moment ultimately became part of her reclaiming journey. They explore the ethical tightro
Rachel Bloom May 19, 2026 3498 Emmy-winning creator and star of the TV series Crazy Ex-Girlfriend, Rachel Bloom joins Monica this week on Reclaiming for a revealing conversation about turning your personal trauma into creative expression. Rachel retraces her path from childhood OCD and early career love triangles, to creating Crazy Ex-Girlfriend—a show that brilliantly dismantled romantic-comedy tropes and reclaimed the "crazy"
Jennie Garth May 12, 2026 3179 Actress, entrepreneur, and 90s icon Jennie Garth joins Monica this week on Reclaiming for a conversation about surviving global fame, reclaiming your purpose, and the profound power of choosing yourself. Jennie retraces her path from a quiet horse ranch in Illinois to the center of a cultural phenomenon as Kelly Taylor on Beverly Hills, 90210. She opens up about the personal cost of that fame—deve
Anna Konkle May 5, 2026 4136 Emmy-nominated writer, actor, and co-creator of the critically acclaimed series PEN15, Anna Konkle joins Monica this week on Reclaiming for a conversation celebrating how dark humor can get you through almost anything. Anna retraces her path from a chaotic childhood to co-creating PEN15—a show that lets everyone process the tragicomedy of adolescence. She opens up about a five-year estrangement fr
Laura Day Apr 28, 2026 3911 Renowned intuitive and bestselling author Laura Day joins Monica this week on Reclaiming for a pragmatic and enlightening conversation about turning trauma into a superpower and reclaiming intuition as a practical tool for living. Laura recounts the harrowing story of her traumatic childhood—caring for her younger siblings amidst profound neglect—and explains how the hyper-vigilance she developed
Lena Dunham Apr 21, 2026 4178 Writer, director, and creator of the groundbreaking HBO series Girls, Lena Dunham joins Monica this week on Reclaiming for a candid, profoundly self-aware conversation about surviving public scrutiny, turning pain into art, and the radical act of reclaiming your own story. Lena retraces her path from becoming the “voice of a generation” at 24 to enduring a decade of public dissection, and ultimate
Emma Grede Apr 14, 2026 5537 Business mogul Emma Grede of Good American and SKIMS, joins Monica this week on Reclaiming, for a candid, no-nonsense conversation about building a billion-dollar empire, the myth of work-life balance, and the audacity to define success on your own terms. Emma retraces her path from a working-class childhood in East London and dropping out of fashion school, to becoming the operational force behin
Marilyn Minter Apr 7, 2026 3691 Feminist artist and activist Marilyn Minter joins Monica this week on Reclaiming for a raw, defiant conversation about dismantling shame, reclaiming the female gaze, and turning public cancellation into a badge of honor. Marilyn retraces her path—from being declared a “traitor to feminism” in the 1980s for her provocative, sex-positive art to becoming one of today’s most revered artistic voices ch
Suleika Jaouad Mar 31, 2026 4109 Bestselling author and artist Suleika Jaouad joins Monica this week on Reclaiming, for a profound conversation about creative alchemy, navigating uncertainty, and the defiant joy of living in life’s messy middle. Suleika retraces her path from being diagnosed with leukemia at 22, to writing her Emmy-winning New York Times column, “Life, Interrupted,” from her hospital bed. She reflects on the radi
Lizzo Mar 24, 2026 4300 Grammy and Emmy-winning artist Lizzo joins Monica this week for a raw, laughter-filled conversation about what it takes to practice radical self-love under a global microscope.Lizzo speaks about the profound disconnect between her public persona and her private self, revealing how she’s channeled the darker chapters of loss and public scandal into a creative rebirth. Monica and Lizzo find deep com

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