#138: Finding Purpose Out of Pain as a CEO — Shawn Lesser, Cofounder of The Real

Entrepreneurs for Impact

⭐ My guest today is Shawn Lesser, Cofounder of The Real (current role) and Cofounder of Big Path Capital (prior role).

The Real is helping entrepreneurs deal with burnout and depression by connecting with others going through those same mental health challenges.

Big Path Capital is, according to Barron’s, “The Impact Investment Bank.” Their network of 2,500+ limited partners (investors) and 200+ impact-focused private equity firms led to billions of dollars flowing into companies that prioritize both profit and positive environmental or social impacts.

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🎙️ In this episode, we talked about:

  • What triggered his depression

  • The impacts of having too much of his identity tied up in his business

  • Why a fish bowl being shaken up relates to where he was

  • What he learned after spending three stints in centers to boost his mental health

  • The speaking tour that he and his cofounder, Brent Herd, are on

  • Why The Real is about finding purpose out of pain

  • What an Uber driver and a post-exit entrepreneur with $800M in cash have in common

  • And lots more

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Programs are led by Dr. Chris Wedding — 4x founder, $1B of investment experience, and Duke University and UNC-Chapel Hill professor, with 70,000+ professional students taught, 25 years of meditation, an obsession with constant improvement, and far too many mistakes to keep to himself.

And here's our weekly newsletter — A 2-minute summary of climate tech startups, impact investing, and leading with purpose (and a sense of humor). ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://entrepreneursforimpact.substack.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

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