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: Eight Sleep’s Pod 4 Ultra sleeping solution for dynamic cooling and heating: https://eightsleep.com/tim (save between $400 and $600 on the Pod 4 Ultra) AG1 all-in-one nutritional supplement: https://DrinkAG1.com/Tim (1-year supply of Vitamin D (and 5 free AG1 travel packs) with your first subscription purchase.) Wealthfront high-yield cash account: https://Wealthfront.com/Tim (Start earning 4.25% APY on your short-term cash until you’re ready to invest. And when new clients open an account today, you can get an extra fifty-dollar bonus with a deposit of five hundred dollars or more.) Terms apply. Tim Ferriss receives cash compensation from Wealthfront Brokerage, LLC for advertising and holds a non-controlling equity interest in the corporate parent of Wealthfront Brokerage. See full disclosures here. 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. * For show notes and past guests on The Tim Ferriss Show, please visit tim.blog/podcast. For deals from sponsors of The Tim Ferriss Show, please visit tim.blog/podcast-sponsors Sign up for Tim’s email newsletter (5-Bullet Friday) at tim.blog/friday. For transcripts of episodes, go to tim.blog/transcripts. Discover Tim’s books: tim.blog/books. Follow Tim: Twitter: twitter.com/tferriss  Instagram: instagram.com/timferriss YouTube: youtube.com/timferriss Facebook: facebook.com/timferriss  LinkedIn: linkedin.com/in/timferriss Past guests on The Tim Ferriss Show include Jerry Seinfeld, Hugh Jackman, Dr. Jane Goodall, LeBron James, Kevin Hart, Doris Kearns Goodwin, Jamie Foxx, Matthew McConaughey, Esther Perel, Elizabeth Gilbert, Terry Crews, Sia, Yuval Noah Harari, Malcolm Gladwell, Madeleine Albright, Cheryl Strayed, Jim Collins, Mary Karr, Maria Popova, Sam Harris, Michael Phelps, Bob Iger, Edward Norton, Arnold Schwarzenegger, Neil Strauss, Ken Burns, Maria Sharapova, Marc Andreessen, Neil Gaiman, Neil de Grasse Tyson, Jocko Willink, Daniel Ek, Kelly Slater, Dr. Peter Attia, Seth Godin, Howard Marks, Dr. Brené Brown, Eric Schmidt, Michael Lewis, Joe Gebbia, Michael Pollan, Dr. Jordan Peterson, Vince Vaughn, Brian Koppelman, Ramit Sethi, Dax Shepard, Tony Robbins, Jim Dethmer, Dan Harris, Ray Dalio, Naval Ravikant, Vitalik Buterin, Elizabeth Lesser, Amanda Palmer, Katie Haun, Sir Richard Branson, Chuck Palahniuk, Arianna Huffington, Reid Hoffman, Bill Burr, Whitney Cummings, Rick Rubin, Dr. Vivek Murthy, Darren Aronofsky, Margaret Atwood, Mark Zuckerberg, Peter Thiel, Dr. Gabor Maté, Anne Lamott, Sarah Silverman, Dr. Andrew Huberman, and many more. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

I answer questions on how I’ve changed my mind around parenthood, what’s next for me and how I am thinking about next steps, how I find joy, how to live with urgency, my advice for career reinvention in the age of AI, avoiding complacency, and much, much more. Sponsors: Ramp easy-to-use corporate cards, bill payments, accounting, and more: https://Ramp.com/Tim (Get $250 when you join Ramp) Helix Sleep premium mattresses: https://HelixSleep.com/Tim (25% off all mattress orders, plus two free pillows) AG1 all-in-one nutritional supplement: https://DrinkAG1.com/Tim (1-year supply of Vitamin D (and 5 free AG1 travel packs) with your first subscription purchase.) Timestamps: [00:00] Start  [05:09] Q&A format and ground rules. [05:35] My shift in perspective on parenting and fatherhood. [08:14] New creative directions: games, comics, animation. [10:30] Identity diversification. [18:01] Simple pleasures: outdoor activities, meditation, archery. [23:21] Using AI to keep questioning fresh and relevant. [27:12] Breaking through periods of feeling unsuccessful. [35:25] Exploring the fringes and growing personally over the past decade. [44:52] Longevity protocols and handling grief. [53:41] Coping with the loss of a pet. [55:00] Ecstatic creativity à la Rick Rubin and CØCKPUNCH. [01:03:37] Physiological awareness and self-regulation. [01:08:48] Finding career relevance in an AI-transformed landscape. [01:16:48] Parting thoughts. * For show notes and past guests on The Tim Ferriss Show, please visit tim.blog/podcast. For deals from sponsors of The Tim Ferriss Show, please visit tim.blog/podcast-sponsors Sign up for Tim’s email newsletter (5-Bullet Friday) at tim.blog/friday. For transcripts of episodes, go to tim.blog/transcripts. Discover Tim’s books: tim.blog/books. Follow Tim: Twitter: twitter.com/tferriss  Instagram: instagram.com/timferriss YouTube: youtube.com/timferriss Facebook: facebook.com/timferriss  LinkedIn: linkedin.com/in/timferriss Past guests on The Tim Ferriss Show include Jerry Seinfeld, Hugh Jackman, Dr. Jane Goodall, LeBron James, Kevin Hart, Doris Kearns Goodwin, Jamie Foxx, Matthew McConaughey, Esther Perel, Elizabeth Gilbert, Terry Crews, Sia, Yuval Noah Harari, Malcolm Gladwell, Madeleine Albright, Cheryl Strayed, Jim Collins, Mary Karr, Maria Popova, Sam Harris, Michael Phelps, Bob Iger, Edward Norton, Arnold Schwarzenegger, Neil Strauss, Ken Burns, Maria Sharapova, Marc Andreessen, Neil Gaiman, Neil de Grasse Tyson, Jocko Willink, Daniel Ek, Kelly Slater, Dr. Peter Attia, Seth Godin, Howard Marks, Dr. Brené Brown, Eric Schmidt, Michael Lewis, Joe Gebbia, Michael Pollan, Dr. Jordan Peterson, Vince Vaughn, Brian Koppelman, Ramit Sethi, Dax Shepard, Tony Robbins, Jim Dethmer, Dan Harris, Ray Dalio, Naval Ravikant, Vitalik Buterin, Elizabeth Lesser, Amanda Palmer, Katie Haun, Sir Richard Branson, Chuck Palahniuk, Arianna Huffington, Reid Hoffman, Bill Burr, Whitney Cummings, Rick Rubin, Dr. Vivek Murthy, Darren Aronofsky, Margaret Atwood, Mark Zuckerberg, Peter Thiel, Dr. Gabor Maté, Anne Lamott, Sarah Silverman, Dr. Andrew Huberman, and many more. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.