Cindy Crawford on The 90s, Supermodel Power & Gratitude

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.

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About the show:
If you’re interested in unexpected conversations that go uncharted places, are remotely self-aware and like to laugh, then please join me as I continue to find my public voice on Reclaiming with Monica Lewinsky. (That’s me.) I will have honest, wide-ranging interviews with all kinds of people – recognizable names, regular folks, experts and friends – about what it means to reclaim what’s been lost or taken in the broadest sense. Every week, I’ll draw from my own unique experiences (like say, surviving a global scandal at 24 years old), and delve into the personal and often messy ways people find their way back to themselves. And because I love a good tangent, we’ll probably also touch on other stuff, too. Listen to Reclaiming with Monica Lewinsky premieres early and ad-free at https://wondery.com/shows/recl....aiming-with-monica-l

Chapters:
00:00 Cindy Crawford Introduction and Turning 50
00:43 Mahjong and Mommy Group
03:42 Revlon Job and Public Perception
05:30 Modeling Stereotypes
11:06 Personal Growth
22:52 Grief and Coping with Loss
28:45 Navigating Difficult Conversations with Children
31:59 The Supermodels Documentary
38:54 Transitioning from Modeling to Entrepreneurship
47:21 Iconic Photoshoots
55:22 Reclaiming Coupledom in a New Phase of Life

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