This week’s conversation is with Bobbi Brown, a beauty industry titan, world-renowned makeup artist, best-selling author and serial entrepreneur.

As a professional makeup artist, Bobbi created 10 simple lipsticks that evolved into a global beauty empire.

At a time when stark contours and shiny red lips were in fashion, Bobbi designed cosmetics to highlight a woman’s natural look, and introduced Bobbi Brown Essentials in 1991.

This line of color cosmetics revolutionized the industry.

In 1995, Bobbi Brown Cosmetics was acquired by The Estée Lauder Companies, where Bobbi served as Chief Creative Officer, building a billion-dollar brand.

Unwilling to rest on her laurels, Bobbi has returned to her roots as an entrepreneur.

Her latest endeavor is EVOLUTION_18, a line of lifestyle-inspired wellness products that launched in the Spring of 2018.

What’s been the key to her success?

Bobbi just goes for it. She has an optimistic framework and isn’t worried about things not working out.

You don’t need to have the slightest bit of interest in makeup to enjoy this conversation – Bobbi is as real as it gets and I hope her authenticity rubs off on you.

“I never think something’s not going to work out. If it doesn’t work out, I just change things up and it’s an opportunity to do something different.”

In This Episode:

  • Growing up in Chicago… her grandfather, “Papa Sam, gave her an entrepreneurial foundation
  • Experiencing self-esteem issues during adolescence
  • The story of her mom telling her to get a nose job and how that shaped her
  • What changed her life? Seeing “Love Story” in 7th grade, seeing Allie McGraw with no-makeup on and realizing she could be pretty too
  • Why she’s always lived authentically and said what she feels
  • Her optimistic framework, everything starts with: “Wouldn’t it be cool if….”
  • Where her ideas come from
  • Transitioning from artist to entrepreneur to business woman
  • Finding the balance between her business aspirations and taking care of her children
  • Why you’ve got to be different to be an entrepreneur
  • Her advice for aspiring entrepreneurs: “Just do it.”


Listen via: Apple Podcasts | Android | SpotifyStitcher | Pocket Casts |  RSS



“Not everyone is meant to be an entrepreneur in this world. Everyone wants to be one but not everyone is cut out to do it.”

“Mastery is just being the best you can be at whatever you are. That’s it.”


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Bobbi Brown is an American professional makeup artist and the founder and ex-CCO of Bobbi Brown Cosmetics. She has written nine beauty and wellness books, and has launched Beauty Evolution LLC since leaving eponymously named Bobbi Brown Cosmetics in October 2016.