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Tim Ferriss · 2024-11-27 · 2h 47m

From Homeless and Broke to Top Angel Investor (Uber, SpaceX, and 100+ More) — Cyan Banister

Angel investor Cyan Banister on going from homeless teen to backing Uber, Niantic, and SpaceX, plus dice-rolling and a spiritual awakening.

From Homeless and Broke to Top Angel Investor (Uber, SpaceX, and 100+ More) — Cyan Banister
The guest

Cyan Banister — General partner at Long Journey Ventures, former partner at Founders Fund, and one of the top angel investors of her generation; early backer of Uber, SpaceX, DeepMind, Flexport, Affirm, Niantic, and 100+ companies. Author of the Uglyduckling Substack.

The gist

Cyan Banister tells Tim Ferriss the unlikely story of her life, from being raised on the Navajo reservation and becoming a homeless ward of the State of Arizona at 15 to becoming a celebrated angel investor. She breaks down how she sourced legendary deals like Uber and Niantic through pattern recognition, persistence, and refusing to accept any answer short of a hard no. She discusses founding the nude-art platform Zivity a decade before OnlyFans, her early porn-and-capitalism awakening, and lessons from failed deals like Game Crush and HQ Trivia. The second half covers her dice-rolling practice for removing decision fatigue, a near-fatal brain blood clot (a stroke), and a profound spiritual awakening rooted in Gurdjieff, Crowley, and the film The Razor's Edge.

Big reveals

  • At 15 a judge made her a ward of the State of Arizona after asking her mother in open court 'do you want this child anymore' and her mother answered 'no I do not'; her mother had earlier left her with a $20 bill and a note saying 'good luck.'
  • She and her husband invested in Uber (then 'Uber cab') after a livery driver named Roger kept handing her CEO Ryan Graves's card; she wired in after seeing Travis Kalanick pitch, getting ratcheted from 75k to 50k as one of only two individuals in the round.
  • She got into Niantic (Pokemon Go) by tracing Ingress game codes on Hint Water bottle caps to John Hanke, camping at his office after being told no; her friend Lucas got hired and both were allowed to invest.
  • She landed the Flock Safety deal (now valued over $6 billion) by spotting founder Garrett Langley's name on hotel Wi-Fi, Googling him, and walking up to introduce herself as being from Founders Fund.
  • She founded Zivity, a fully nude art platform, roughly a decade before OnlyFans and ran it for 10 years; she identified that the value was real human interaction, not the content, but was barred from app stores, ad platforms, payment processors, and even WeWork offices.
  • Her dice-rolling practice: she wears dice in a locket and lets random rolls decide restaurants, road trips, chores, and talk topics to eliminate decision fatigue, saying she's 'never been led astray by the dice.'
  • A spiritual awakening hit while watching Bill Murray's The Razor's Edge; she felt energy shoot up her spine (a Kundalini-type event) and experienced ego dissolution, after which she stopped being an atheist.
  • She suffered a stroke at Founders Fund, a deep venous sinus thrombosis with clotting through the center of her brain, and was 'moments away from death'; it was repeatedly misdiagnosed as a migraine until a nurse suspected a stroke.

Things worth remembering

  • Raised on the Navajo reservation as the white minority, she has roughly a 9th-grade formal education and a distinct regional accent.
  • An RV driver pulled over and saved her from hypothermia on the roadside, saying 'God told me to save her,' taking her all the way back to Flagstaff.
  • To survive homeless, she made $2 a day reselling donated clothing and books to Buffalo Exchange and bookstores, then made hemp jewelry, which she calls the beginnings of her love for capitalism.
  • Travis Kalanick was nearly the number-one ranked Wii Tennis player in the world and would play with his non-dominant hand to give opponents a chance.
  • She argues Pokemon Go's July 2016 release was 'the closest we've come to world peace,' with people running around even in Juneau, Alaska; she holds an honorary lifetime Niantic key card.
  • HQ Trivia, which she invested in, ended with one of its 50-50 co-founders dead; she now avoids companies without a clear single CEO.
  • Her interest in adult content began at age 11-12 watching a 'wolf dog' for a man, where she found vintage Playboys, plus her art-teacher mother's lewd Chinese sculpture books she'd resell to classmates.
  • Her fashion constraint experiments included wearing only plaid for three months, then polka dots (which she hated), to combine minimalism with joy.
  • After failing with meditation apps, Tibetan throat singing was her unlock; she can now meditate for up to 6 hours at a time.
  • In Boston, chasing a vision of a cartoonish Irish man, she experienced a multi-day surreal episode where a hotel insisted she 'didn't exist,' met a man who claimed he'd medically died, and got a Gurdjieff-philosophy 'baptism' on a Boston duck boat tour.

Recommended in this episode

Books, products and media the guest or host genuinely endorsed here — with the buy link.

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Guest’s ownMedia

Ugly Duckling (Substack)

Cyan Banister (inferred)

“you can subscribe to cyan substack uglyduckling dos substack do.com her writing is great I would recommend subscribing” — Tim Ferriss 00:01:36
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Uber

“she was also an early investor in a few names you might recognize Uber SpaceX Deep Mind flexport affirm” — Tim Ferriss 00:01:04
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SpaceX

“she was also an early investor in a few names you might recognize Uber SpaceX Deep Mind flexport affirm” — Tim Ferriss 00:01:04
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DeepMind

“she was also an early investor in a few names you might recognize Uber SpaceX Deep Mind flexport affirm” — Tim Ferriss 00:01:04
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Guest’s ownProduct

Flexport

“she was also an early investor in a few names you might recognize Uber SpaceX Deep Mind flexport affirm” — Tim Ferriss 00:01:04
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Affirm

“she was also an early investor in a few names you might recognize Uber SpaceX Deep Mind flexport affirm” — Tim Ferriss 00:01:04
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Guest’s ownProduct

Niantic

“Niantic the makers of Pokémon go Pokémon go okay so how does this how does this show up” — Tim Ferriss 00:44:50
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Guest’s ownProduct

Pokemon Go

Niantic (inferred)

“this whole weird thing called alphabet that's happening and niantic's becoming its own thing... used to create Pokémon go” — Cyan Banister 00:46:55
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Guest’s ownProduct

Hint Water

Hint (inferred)

“I'd invested in a company called hint water I don't know if you've ever had hint water but they're these flavored” — Cyan Banister 00:47:25
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Flock Safety

“Garrett Langley is the founder of flock security... it's now valued at over6 billion doar” — Cyan Banister 00:54:15
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Guest’s ownProduct

Game Crush

“this is game crush and Lessons Learned ah yes game Crush could have been twitch” — Tim Ferriss 00:56:53
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Guest’s ownProduct

Zivity

Cyan Banister (inferred)

“there was a site I started called zivity and what I saw was really interesting” — Cyan Banister 00:57:24
Find it on Amazon
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Icahn: The Restless Billionaire

HBO (inferred)

“if somebody wants a great documentary watch icon the Restless billionaire if you want to see what like super Hardball activist investing looks like” — Tim Ferriss 00:59:01
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RecommendedBook

Magic Glasses

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“a weird short story called magic glasses by Frank... so I highly recommend reading this story it's fantastic” — Cyan Banister 01:28:58
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The Unbearable Lightness of Being

Milan Kundera (inferred)

“it features quite heavily in the unbearable lightness of being by Milan Kera who which I highly highly recommend to folks” — Tim Ferriss 02:14:52
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