Cyan Banister (@cyantist) is a general partner at Long Journey Ventures, an early-stage venture capital firm focused on early and new investments. Cyan was an early investor in Uber, SpaceX, DeepMind, Flexport, and Affirm and has invested in more than 100 companies. Prior to that, she was at Founders Fund, a top-tier fund in San Francisco. Subscribe to Cyan's Substack at uglyduckling.substack.com.

Sponsors:

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Timestamps:

[00:00] Start

[06:16] Early life and education as a white minority on a Navajo reservation.

[11:18] Strained family dynamics and a cycle of neglect.

[18:20] The intervention of Officer Pratt and becoming a ward of the state at 15.

[22:46] Crusty punk survival strategies and life on the streets.

[32:02] The positive influence of Cyan's "second" mother.

[34:17] Crass, Chris Collins, and computers.

[38:03] An unorthodox path to angel investment beginning with Uber.

[48:13] Niantic/Pokemon GO.

[56:27] How stalking Garrett Langley led to a Flock Security investment.

[01:00:07] GameCrush, activist investors, and lessons learned.

[01:07:00] Sales lessons from the street.

[01:10:08] A mindful approach to questioning narratives.

[01:15:35] The pre-OnlyFans story of Zivity.

[01:24:44] Views on sex and relationships.

[01:28:47] Magic glasses, esoteric rabbit holes, and rolling the dice.

[01:44:02] How Aleister Crowley and Bill Murray paved a path to ex-atheism.

[02:02:21] Cyan's billboard.

[02:04:41] Enduring a stroke and its aftermath.

[02:08:31] Meditation, throat-singing, and philosophy.

[02:17:50] The Boston spiritual experience and duck boat baptism.

[02:40:53] A book in the works, the Ugly Duckling Substack, and parting thoughts.

*

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