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.

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Reclaiming’s Memorable Moments of 2025

Reclaiming with Monica Lewinsky