Dale Stephens

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Emotional Intelligence, Entrepreneurship, Executive, Leadership, Mindfulness, Startups, Strategy

San Francisco, CA


Dale loves helping entrepreneurs identify their core values, learn to love themselves (flaws included!) and make the difficult decisions necessary to build a wildly successful businesses.

He knows the journey because because he lived it: Dale was one of the first Thiel Fellows and ran UnCollege for six years before selling it to management in 2016. Along the way, he wrote a book Penguin published, started investing, and trained with one of the most experienced coaches for technology entrepreneurs, Marcy Swenson.


As an advisor, Dale was always proactive in offering support. His experience spans movement building, communications, operations, and perhaps most distinguishing is his ability to attract and connect interesting people.
— David Blake - Founder, Degreed
Dale’s coaching is always relevant, empathetic, clear and actionable. It’s empowering and encourages self reflection with confident honesty- which carries over into how I approach business challenges.
— Janett Liriano - former CEO, Loomia
I’ve known Dale for a decade, and have always been impressed with his commitment to supporting founders.
— Anne Dwane - Partner, Village Global