meta_pixel
Tapesearch Logo
Log in
Reclaiming with Monica Lewinsky

Reclaiming’s Memorable Moments of 2025

Reclaiming with Monica Lewinsky

Prufrock LLC

Self-improvement, Society & Culture, Education

4.81.4K Ratings

🗓️ 20 January 2026

⏱️ 73 minutes

🧾️ Download transcript

Summary

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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Transcript

Click on a timestamp to play from that location

0:00.0

I am so excited about this episode. All year long, people have been asking me the same

0:10.0

question, who's been my favorite interview? And all year long, I've had this same answer,

0:15.1

that there's been something interesting in every conversation. But who doesn't love a good

0:20.4

compilation episode?

0:22.0

So here at Reclaiming, we called together what we considered to be some of the most

0:26.7

memorable moments of 2025 from the show.

0:30.3

I hope you enjoy.

0:31.7

And up first is Miley Cyrus.

0:34.8

My 2013 is your 1998 because that was the time where I just got just hit so hard and I was so

0:43.5

embarrassed and you were mentioning your family too. I mean there was even a time where my brother

0:48.3

and sister didn't want to go to school because of how humiliated they were to be related to me.

0:54.4

And I remember even you know my brother at one point, he was saying, I don't judge you.

1:00.6

But you could understand how hard it is for me to go to school and you be my sister.

1:05.7

Yeah.

1:06.3

And that really, you know, I was a hard sibling to have as a little girl. So I was like, all right, we're even. Like, you know, but it was really hard for me in 2013. And I lost everything during that time in my personal life because of the choices I was making professionally. You know, if I kept dressing or acting a certain way, my relationships fell apart.

1:31.2

No one wanted to date me because they didn't want to be with a woman.

1:34.4

That sexual expression part was not for them.

1:40.0

It was like shared with the world.

1:41.8

So like guys when I would try to date when I was dating or who I was

1:45.4

engaged at the time, uh, that didn't work out because I was sharing a part of myself that men

1:50.9

wanted to be saved for them only. And the fact that I would, you know, pose nude or dance in very

1:57.3

little clothes or show my body was making them feel like I was taking something

...

Please login to see the full transcript.

Disclaimer: The podcast and artwork embedded on this page are from Prufrock LLC, and are the property of its owner and not affiliated with or endorsed by Tapesearch.

Generated transcripts are the property of Prufrock LLC and are distributed freely under the Fair Use doctrine. Transcripts generated by Tapesearch are not guaranteed to be accurate.

Copyright © Tapesearch 2026.