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EP181 The $1.5 Billion Woman Cindy Whitehead on Being Unapologetically Pink

Eleanor Beaton
Eleanor Beaton
EP181 The $1.5 Billion Woman Cindy Whitehead on Being Unapologetically Pink

Cindy Whitehead is a powerhouse serial entrepreneur, speaker, and a highly-regarded women’s health advocate. She has been called a “tireless force of nature” by Fortune and over the last 10 years, she has successfully sold two businesses for over $1.5 billion U.S. dollars. Her success story has been featured in The New York Times, The Associated Press, Financial Times, Vanity Fair, and Bloomberg.


In 2016, she founded The Pink Ceiling, a venture capital and consulting enterprise for women. Today, Cindy joins me to share her insight on why it’s so important for women to get advice and listen to candid mentors that not only encourage us, but will also share things we may not want to hear.


“You always have to be unapologetic in your mission.” – Cindy Whitehead


Today on the Fierce Feminine Leadership Podcast:

  • What drove her to start her first business
  • Finding the right investors to scale your business
  • What inspired her to transition her focus on male sexual health to female sexual health
  • Society’s “value judgement” on sexual health for women
  • The moment of validation that pushed her to dispute the FDA
  • The biggest lesson she has learned in building and scaling two successful businesses
  • The Pinkubator’s mission
  • Common success factors and capacity gaps among female entrepreneurs
  • The importance of giving and receiving direct feedback
  • The celebration of entrepreneurship and the issue with the absence of candor
  • How she ensures she receives candid feedback
  • Cultivating your own “unusual creativity” to fuel innovation


Mentioned in This Episode:


Connect with Cindy Whitehead:



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A Special Thank You to Our Sponsors 

This episode was made possible by our wonderful sponsors, BMO – Bank of Montreal – The Bank for Women.


Join the conversation at BMO for Women to gain the insight, knowledge, and support you need to succeed and to truly understand how to manage your money!