An Icon Spills The Tea On Clean Beauty, Burnout & Building Brands | Bobbi Brown

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Reinvention doesn’t always come quietly. Sometimes it comes after success, loss, and learning what no longer fits.

In this episode of The Art of Being Well, I sit down with Bobbi Brown for a deeply honest conversation about identity, resilience, and what it means to start again. Bobbi reflects on her Midwest upbringing, her early days as a makeup artist, and the unexpected path that led her to build Bobbi Brown Cosmetics - and eventually sell it to Estée Lauder.

We talk about the highs and the heartbreak of losing control of a brand that bears your name, and how Bobbi rebuilt herself after leaving the corporate world. She shares how early experiences backstage in fashion sparked her interest in wellness, why restrictive health rules ultimately failed her, and how she learned to honor bioindividuality and intuition instead.

Now, with Jones Road, Bobbi is redefining beauty, aging, and success - proving that alignment, confidence, and self-trust matter far more than perfection. This conversation is a reminder that it’s never too late to become more fully yourself.

A few of my favorite things we cover in this episode: 

• Bobbi Brown’s memoir Still Bobbi and why this chapter of life feels like her best yet
• Growing up in the Midwest and how kindness shaped her leadership style
• How makeup became a tool for confidence, not perfection
• Being rejected by Marshall Field’s - and what that taught her about resilience
• Building Bobbi Brown Cosmetics from a backpack side hustle to Bergdorf Goodman
• The Estée Lauder acquisition and what it’s really like to sell your company
• Losing control of the brand - and rebuilding identity after corporate exit
• Early wellness wake-up calls backstage in the fashion world
• Why restrictive wellness rules ultimately backfired
• Bioindividuality, intuition, and learning what actually works for your body
• Launching Jones Road and redefining “clean beauty” after 60
• Why success without alignment doesn’t feel like success
• Aging, confidence, nervous system health, and doing life “smarter, not harder”

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Happy listening and we hope you learned a little bit more on the art of being well!

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In Health,

Dr. Will Cole