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Reclaiming with Monica Lewinsky

Cindy Crawford

Reclaiming with Monica Lewinsky

Prufrock LLC

Self-improvement, Society & Culture, Education

4.81.4K Ratings

🗓️ 22 July 2025

⏱️ 59 minutes

🧾️ Download transcript

Summary

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 decades building a career for herself that extends beyond modeling. We hear the story behind how Cindy and her supermodel counterparts—Naomi, Linda and Christy— worked to own their narrative of 90's stardom and how the modeling industry has changed for this generation. With grace and clarity, Cindy shares how she’s stayed grounded and grateful through it all. 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

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0:00.0

Wonderie Plus subscribers can listen to reclaiming with Monica Lewinsky early and ad free right now.

0:06.3

Join Wonderie Plus in the Wondry app or on Apple Podcasts.

0:10.3

Or you can listen for free wherever you get your podcasts.

0:19.7

I guess that was one first reclaiming.

0:21.6

Yes.

0:22.6

Yes.

0:23.6

Because I was like turning 50, I think for a woman is scary and daunting.

0:29.5

And especially if you're a woman in the public eye and we live in a very age of society.

0:33.5

And it was like I either, you know, do I run from this or do I embrace it?

0:51.3

Cindy, welcome to reclaiming.

0:53.4

Thank you so much for being here. You're welcome. Thank you for having me.

0:57.0

Yeah. I was thinking about that you are my first guest that I know coming into the studio. You play Majong.

1:04.5

I do. Yes. And so we haven't played yet together. I'm really bad still.

1:11.3

But how did you get into it?

1:13.1

How long have you been playing?

1:14.4

Yes, I've been playing probably about two years now.

1:17.1

And I have a mommy group here in L.A.

1:18.7

that we all, actually, we all met doing pregnancy yoga together with our first children.

1:23.5

Oh, my gosh.

1:24.4

So that was 26 years ago.

1:26.0

Wow.

1:26.4

And just kind of remained friends throughout all these different stages of our lives.

...

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