Cyan Banister — From Homeless and Broke to Top Angel Investor (Uber, SpaceX, and 100+ More) (#780)
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.
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#780: Cyan Banister — From Homeless and Broke to Top Angel Investor (Uber, SpaceX, and 100+ More)
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Want to hear another podcast episode with a world-class investor? Have a listen to my most recent conversation with Oaktree Capital Management’s co-founder Howard Marks, in which we discussed navigating unprecedented uncertainties, crowded versus uncrowded opportunities, the state of the American economy, finding higher-signal sources of information, and much more.
What was your favorite quote or lesson from this episode? Please let me know in the comments.
SELECTED LINKS FROM THE EPISODE
- Connect with Cyan Banister:
- The Ugly Duckling by Cyan Banister | Substack
- Early Stage Investing for the Long-Term | Long Journey Ventures
- What Happened to the Future? | Founders Fund
- Cyan: The Enlightenment of an Iconoclast | Cloud Valley
- Navajo Nation | Visit Arizona
- Flagstaff | Visit Arizona
- Science and Technology on a Mission | Lawrence Livermore National Laboratory
- I Swear to Tell the Truth, the Whole Truth and Nothing but the Truth. So Help Me God. | The Ugly Duckling
- Happy Tastes Good | Dairy Queen
- What is a Ward of the State in Arizona? | JacksonWhite Law
- Joyriding with the Gutter Punks | The Ugly Duckling
- Best Food for When You’re Homeless and Can’t Cook? | r/Mealprep
- Searching for Family and Home with Cuddles | The Ugly Duckling
- Commune Life | The Ugly Duckling
- Hitchhiking with Jesus | The Ugly Duckling
- The War of Intentions and Beliefs | Spencer Chang
- Cash for Fashion | Buffalo Exchange
- The Dharma Bums by Jack Kerouac | Amazon
- Crass | Rough Trade Publishing
- Eastside Records: An Oral History of Tempe’s Legendary Record Store | Phoenix New Times
- Internet Relay Chat (IRC) | Wikipedia
- The UNIX System | UNIX.org
- Cases | Harvard Business Publishing Education
- The Story of Uber | Investopedia
- Take a Look at Uber’s First Pitch Deck from 2008 | Vox
- New York’s Yellow Taxi Medallion Crisis, Explained | Documented
- The Career of Uber’s First Employee and CEO Was Launched by One Tweet | Business Insider
- About | The Lobby Conference
- Red Swoosh | Wikipedia
- Open Angel Forum | Wikipedia
- A Short History of Napster | Lifewire
- Behind the 12-Year-Old Wii Sports Hoax That Briefly Fooled the Internet | Ars Technica
- Pokémon GO | Niantic, Inc.
- A Worldwide Territory Control AR Game | Ingress
- PokéStop | Pokémon GO Wiki
- Build, Lead, Invest | AngelList
- Water with True Fruit Flavor | Hint Water
- Ai-First Service. Catered To Humans. | Zendesk
- Safety for Every Situation | Flock Safety
- GameCrush | Wikipedia
- Interactive Livestreaming | Twitch
- MySpace — What Went Wrong: ‘The Site Was a Massive Spaghetti-Ball Mess’ | The Guardian
- Activist Investor: Definition, Role, Biggest Players | Investopedia
- Icahn: The Restless Billionaire | Prime Video
- This Game Show App Was an Overnight Sensation, and Crashed Just as Fast | CNN Business
- Game of Thrones | HBO
- Game of Thrones: Do Lannisters Always Pay Their Debts? | Science Fiction & Fantasy Stack Exchange
- Promoting Solutions for Future Generations | Greenpeace International
- Be Not Afraid | Hereticon
- Transforming Defense Capabilities with Advanced Technology | Anduril
- “Any Sufficiently Advanced Technology Is Indistinguishable from Magic.” | CCCB LAB
- Chatham House Rule | Chatham House International Affairs Think Tank
- Why Did OnlyFans Work When Zivity Did Not? A Thread. | Cyan Banister, Twitter
- General Magic | Wikipedia
- General Magic (Documentary) | Prime Video
- Tony Fadell — On Building the iPod, iPhone, Nest, and a Life of Curiosity | The Tim Ferriss Show #403
- Collectable Vintage Playboys | Elizabeth’s Bookshop
- SuicideGirls | Wikipedia
- Cyan Banister: Adults Only Startups Deserve Respect Too | Forbes
- I Did It, with a Boy. | The Ugly Duckling
- The Taj Mahal Story | Taj Mahal
- The Magic Glasses by Frank Harris | Amazon
- My Life & Loves by Frank Harris | Amazon
- Different Types of Plaid: A Guide to Plaid Pattern Names | Hello Sewing
- When Polka Dots Signal Both Optimism and Disquiet | The New York Times
- A Dice Experiment | Cyan Banister, Twitter
- Decision Fatigue | The Decision Lab
- Open to the Public 365 Days a Year! | Pioneertown
- The World’s Greatest Roleplaying Game | Dungeons & Dragons
- Penn Jillette on Magic, Losing 100+ Pounds, and Weaponizing Kindness | The Tim Ferriss Show #405
- Random by Penn Jillette | Amazon
- The Illusion of Free Will | Sam Harris
- 7-in-1 Spinner DND Dice Set | Amazon
- The Cult of Crowley | Tidal Magazine
- What is Magic? Aleister Crowley Explains | Faena
- Magick in Theory and Practice by Aleister Crowley | Amazon
- Leaves of Grass by Walt Whitman | Amazon
- Strange Life of Ivan Osokin by P.D. Ouspensky | Amazon
- Groundhog Day | Prime Video
- Caddyshack | Prime Video
- What About Bob? | Prime Video
- The Man Who Knew Too Little | Prime Video
- Broken Flowers | Prime Video
- The Razor’s Edge | Prime Video
- The Razor’s Edge by W. Somerset Maugham | Amazon
- Ghostbusters II | Prime Video
- The Bill Murray Stories: Life Lessons Learned From a Mythical Man | Prime Video
- The Bill Murray Stories: Life Lessons Learned From a Mythical Man | Gravitas Ventures
- It Just Doesn’t Matter (Clip) | The Bill Murray Stories
- What Exactly Is a Kundalini Awakening? | Yoga Journal
- American Beauty | Prime Video
- What Is Dural Venous Sinus Thrombosis (DVST)? | Healthline
- Richard Schwartz — IFS, Psychedelic Experiences without Drugs, and Finding Inner Peace for Our Many Parts | The Tim Ferriss Show #492
- Tibetan Monks Throat-Singing | Wilderness Films India
- Telluride Bluegrass Festival | Planet Bluegrass
- Meditation, Mindset, and Mastery | The Tim Ferriss Show #201
- Parable of the Horse, Carriage, and Driver | The Church of Conscious Harmony
- Eternal Recurrence: What Did Nietzsche Really Mean? | Philosophy Break
- The Unbearable Lightness of Being by Milan Kundera | Amazon
- Beelzebub’s Tales to His Grandson by G.I. Gurdjieff | Amazon
- Frosted Toasted Oat Cereal & Marshmallows | Lucky Charms
- Boston Celtics | NBA
- Golden State Warriors | NBA
- In The Air Tonight (Official Music Video) | Phil Collins
- Boston’s Best Sightseeing Tour | Boston Duck Tours
- The Most Ribbetting Architecture in Boston | Universal Hub
SHOW NOTES
- [00:06:16] Early life and education as a white minority on a Navajo reservation.
- [00:11:18] Strained family dynamics and a cycle of neglect.
- [00:18:20] The intervention of Officer Pratt and becoming a ward of the state at 15.
- [00:22:46] Crusty punk survival strategies and life on the streets.
- [00:32:02] The positive influence of Cyan’s “second” mother.
- [00:34:17] Crass, Chris Collins, and computers.
- [00:38:03] An unorthodox path to angel investment beginning with Uber.
- [00:48:13] Niantic/Pokemon GO.
- [00:56:27] 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.
MORE CYAN BANISTER QUOTES FROM THE INTERVIEW
“I’ve always felt like an outsider no matter where I am, and I think that’s been wonderful and incredible for my career. You can certainly look at that and have kind of a victim mindset about it, but I took the opposite path, which was, this is what makes me special, is that I don’t fit in wherever I am.”
— Cyan Banister
“Once you’re homeless, you can never be un-homeless. It’s really strange. Every time I walk around at a conference or anything, I see all the waste. I see, if I were a homeless person, I could come and I could have this, no matter where I’m at.”
— Cyan Banister
“You have to face something very ugly, which is yourself. You have to look inside and see who and what you really are, and then you have to love yourself even when you don’t like what you see.”
— Cyan Banister
“When people used to say practice self-love, I thought it meant go eat bonbons and go see a good movie and smoke a joint. That was self-love. But it wasn’t getting me anywhere, and I was like, ‘This whole self-love thing is jive. It’s just not working out.’ But I didn’t realize that self-love is learning how to give yourself unconditional love. And the best way I’ve learned how to give yourself unconditional love is imagine yourself as a ball of light, and then take that ball of light and visualize it outside of your body and cradle it like it’s a baby. Now, when you look at that baby, would you hurt that baby?”
— Cyan Banister
“We apply a lot of our own perception to everything that everyone says around us. We make up stories that are fiction, and a lot of what people suffer with today are these stories, these narratives that we tell ourselves and one another.”
— Cyan Banister
“My purpose is very simple, which is to spread joy, to lift other people up around me, and to do my best in my own way to end poverty. Now, I’m not responsible for ending poverty. I think we’re all responsible.”
— Cyan Banister
“When you start realizing, ‘Oh, I’m in a school, and all of these hard knocks in life are just lessons,’ you think about them very differently.”
— Cyan Banister
“We’re just a hair away from being crazy, every one of us.”
— Cyan Banister
“We apply a lot of our own perception to everything that everyone says around us. We make up stories that are fiction, and a lot of what people suffer with today are these stories, these narratives that we tell ourselves and one another, and I’ve just always felt like that something that someone said right now, it’s not a hard no. You know when you hear a hard no. I know the difference between an objection and I just have a rebuttal for it versus a hard no, and until it’s a hard no, there’s wiggle room to get something done. And so I’ve just always felt this, and it’s interesting that you ho[m]ed in on it, but it’s definitely been a guiding principle in my life, which is don’t give up. Just try different approaches. Maybe you didn’t ask the right way, or maybe you didn’t give the right incentives, or maybe it was Monday and they’re in a bad mood.”
— Cyan Banister
“My life has only been improved by taking myself out of the decision making process, because I am the hindrance.”
— Cyan Banister
“We’re all in Earth school, and we inhabit human bodies, but we’re nothing but an energy force inside of them. And that life force does not dissipate, and it doesn’t go nowhere. It goes somewhere.”
— Cyan Banister
“You’re just sleepwalking through life. And the moment you take the reins and you become the narrator of your own story, and sometimes the captain, then that’s when it’s a transformational change.”
— Cyan Banister
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