Youthful Mischief and Resilience

This chapter explores the interplay between youthful rebellion and personal growth, highlighting how minor transgressions shape character and resilience. Through humorous and nostalgic anecdotes, the speakers reflect on their adventurous escapades and the lessons learned from pushing societal boundaries. The conversation values storytelling and the importance of diverse interactions in a world increasingly focused on conformity.

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Episode notes

Chris Sacca is the co-founder of Lowercarbon Capital and manages a portfolio of countless startups in energy, industrial materials, and carbon removal. If it's unf**king the planet, he's probably working on it. Previously, Chris founded Lowercase Capital, one of history's most successful funds ever, primarily known for its very early investments in companies like Twitter, Uber, Instagram, Twilio, Docker, Optimizely, Blue Bottle Coffee, and Stripe. But you might just know him as the guy who wore those ridiculous cowboy shirts for a few seasons of Shark Tank. To purchase Chris's ranch, schedule a viewing at FivePondsRanch.com.

P.S. This episode features a special, one-of-a-kind introduction that Chris recorded of yours truly. :)

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Timestamps:

[00:00] Coming up

[06:47] Chris introduces me.

[11:07] Some Sacca background.

[18:32] Raising pre-teen gamblers and tailgating troublemakers.

[19:54] Conscious changes and rethoughts since our first interview.

[26:12] The personal and professional influence of Rich and Sarah Barton.

[30:18] Property management and the Zen of Kevin Rose.

[35:12] Zillow Gone Wild.

[36:58] Simplifications.

[45:03] Remaining optimistic despite being in the business of saying no.

[51:33] Living in the finite without +1 obligations.