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On with Kara Swisher

Makeup Mogul Bobbi Brown on Reinventing Herself in Her 60s

On with Kara Swisher

New York Magazine

Society & Culture

4.23.2K Ratings

🗓️ 6 October 2025

⏱️ 54 minutes

🧾️ Download transcript

Summary

In the late 80s and early 90s, makeup artist Bobbi Brown made a name for herself by pioneering a more natural look long before it became the dominant trend. She eventually turned her side hustle selling lipstick out of her house in suburban New Jersey into a billion-dollar eponymous makeup brand that changed the beauty industry. But her unceremonious exit from parent company Esteé Lauder, with approximately four years left on a 25-year noncompete clause, stripped her of the company she had built over decades and sidelined her from the industry.  Now in her 60s, Brown has started over with a new makeup line called Jones Road, and she’s telling her story in a memoir, “Still Bobbi: A Master Class in Resilience and Reinvention.”  Kara and Brown talk about how she changed the makeup industry and founded a second successful company, plus where she sees the beauty industry headed in the era of influencers and social media.  Questions? Comments? Email us at on@voxmedia.com or find us on YouTube, Instagram, TikTok, Threads, and Bluesky @onwithkaraswisher. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Transcript

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0:00.0

Hey, is she here?

0:01.2

I'm here.

0:02.1

She is.

0:03.0

Oh, there you are, Bobby.

0:03.9

How you doing?

0:04.3

Hi, everyone.

0:19.9

Hi, everyone, from New York Magazine and the Vox Media Podcast Network. This is on with Kara Swisher, and I'm

0:21.2

Kara Swisher. My guest today is makeup mogul Bobby Brown. Brown first made a name for herself

0:26.8

as a makeup artist in New York City in the 1980s and 1990s. She favored a natural look long

0:32.8

before it became the dominant trend in makeup, and she eventually started selling her own

0:36.9

line of lipstick from her house in Montclair, New Jersey. She then grew it into a billion-dollar global brand,

0:43.3

Bobby Brown, Cosmetics. But in 2016, after 20 years of building her namesake company under the

0:49.2

beauty conglomerate Estee Lauder, she left under less than ideal terms. And because of her existing non-compete agreement

0:55.9

with the company, she had to avoid the industry for four years. But now at 68, Brown is heading

1:01.7

another successful makeup company she started called Jones Road. She also has a new memoir that just

1:07.2

came out called Still Bobby, a master class in resilience and reinvention.

1:12.3

I actually use Bobby Brown products because I'm kind of her target audience because they're really

1:16.5

simple and easy to use. I don't use that much makeup, to be honest with you, but my wife loves it,

1:21.6

especially the main product, Miracle Bomb. I think that's her bestselling product and some others,

1:26.0

because it's really simple and very easy to use and not fancy. I'm more interested as an entrepreneur and how she built her business.

1:32.9

I often focus on tech people or media people, but cosmetics is a really interesting industry

1:38.2

because it's been sort of rocked by social media and other changes, ends of department stores

...

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