Never Playing the Game You Seem To

Cyan explains her thought-experiment approach to life and why she runs secret experiments to test reality.

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Episode notes

Cyan Banister has built one of the most distinctive early-stage track records of the last fifteen years, with early bets on companies like Uber, SpaceX, DeepMind, Niantic, and Postmates. Today, she is co-founder and general partner at Long Journey Ventures, where she backs what she calls “magical weirdos.” Banister describes herself as a professional daydreamer, running constant thought experiments and paying close attention to signals others ignore. In this episode, she explains how that mindset translates into investing, and why many of her best opportunities have come from observation, curiosity, and a willingness to look in unlikely places.

In our conversation, we explore:

Cyan’s philosophy of treating life as a series of experiments
The strange, profound experiences that led her to question and ultimately move beyond her atheism
How scanning Wi-Fi networks in a Four Seasons café led her to Flock Safety, last valued at $8.4 billion
Long Journey Ventures’ “Biz, Tizz, and Rizz” framework for identifying exceptional founders and why the trifecta is rare
How AI will enable the age of the polymath
Why she believes brain-computer interfaces are closer than most people think
Why she says Pokémon Go was “the closest we ever came to world peace”
Why she lives part-time in a retirement community and her vision for a more connected future

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Transcript: https://www.generalist.com/p/investing-like-a-mystic-cyan-banister

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Timestamps

(00:00) Intro

(03:51) Never playing the game you appear to be playing

(07:18) Practicing childlike wonder as a daily discipline