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

Start (0s)

• The concept of waking up and becoming aware of one's surroundings and actions is explored in various forms of fiction, including The Matrix, and is a recurring theme in the idea of breaking free from mechanical automaton responses to the world (0s).
• This concept involves recognizing that people often go through life in a state of sleep, following actions and behaviors that are a result of nature and nurture, without truly being awake and in control (18s).
• The moment a person takes control and becomes the narrator of their own story, they can experience a transformational change (40s).
• Cyan Banister is a general partner at Long Journey Ventures, an early-stage venture capital firm, and has invested in over 100 companies, including Uber, SpaceX, and Deep Mind (1m15s).
• She was previously at Founders Fund, a top-tier fund in San Francisco, and has a Substack newsletter called Ugly Duckling VC that is worth subscribing to (1m32s).
• Cyan Banister can be found online at @cyanist on X, formerly known as Twitter (1m48s).
• She has also invested in other notable companies such as Flexport, Affirm, and has a strong track record as an early-stage investor (1m24s).

Early life and education as a white minority on a Navajo reservation. (2m2s)

• Cyan Banister was raised on the Navajo reservation in northern Arizona, where she had an extraordinary education and was considered lucky to have received an equivalent of an 8th-grade education due to circumstances outside of her control (2m41s).
• She became homeless off and on at the age of 13 and officially at 15, becoming a ward of the State of Arizona, due to her mother's difficulties in keeping children in the house past the age of 13 (3m0s).
• Growing up on the reservation as a white minority gave her a unique perspective on being a minority, and she initially thought she was an "albino Indian" as a child, not understanding racism or prejudice (3m51s).
• As she grew older, she experienced name-calling and bullying from other kids, which she suspects they learned from home or witnessed elsewhere (4m23s).
• Despite these challenges, she appreciates the experience, as it taught her what it's like to walk in the shoes of those who face prejudice and made her hyper-aware of it as an adult (4m54s).
• The Navajo culture is rich and unique, and she recommends visiting the reservation or other reservations that allow visitors to experience the ancient culture and traditions (5m8s).
• Growing up on the reservation allowed her to explore freely, and she developed a distinct accent and way of speaking that is specific to the region (5m55s).
• Despite being culturally Native American, she has often felt like an outsider, but she has taken this as an opportunity to stand out and make her career special (6m41s).

Strained family dynamics and a cycle of neglect. (7m7s)

• The removal of the sister from the home was due to the mother's fear that she would harm the new baby, but this claim was not rational and seemed to stem from a lack of room for another child, and the sister was actually taken to live with the grandparents (7m19s).
• The sister's removal was initially explained to the child as her running away from home, but the truth was discovered about a year later during a visit to the grandparents (7m19s).
• The child was very close to the sister, who was her best friend, and her removal was very weird and difficult to understand (8m25s).
• When the brother was 3 years old, he was removed from the house due to a contentious divorce and custody battle, and the mother tried to implant false memories in the child to testify against the stepfather (8m53s).
• The child refused to testify against the stepfather and accuse him of abuses that did not happen, which led to a complete falling out with the mother (9m18s).
• The mother was found to be incredibly abusive in subtle ways, including neglect and social manipulations, rather than physical abuse (9m33s).
• The child jumped out of the mother's moving truck and ran away when asked to lie in court, and then called a child psychologist to report the incident, which led to the brother being removed from the home within 48 hours (9m52s).
• The mother lost custody of the brother but not the child, which remains a mystery, and the relationship between the child and the mother was never the same after the incident (10m32s).
• The family moved to Flagstaff, Arizona, where the mother quit her job as a teacher and decided to become a scientist, having previously earned an MFA (10m55s).
• The mother of Cyan Banister went back to school to pursue a degree in science, taking on multiple jobs while attending school full-time, which left Cyan largely to her own devices. (11m4s)
• As a result, Cyan's home life was unstable, and she would often get kicked out, leading to interactions with the police, juvenile detention, and foster care. (11m33s)
• The mother eventually left Cyan for a summer to take a research position at Lawrence Livermore, but Cyan chose to stay behind to attend summer school in order to graduate. (12m20s)
• Upon returning home from school, Cyan found a $20 bill and a note from her mother saying "good luck," and her mother's belongings were gone, leading to Cyan becoming homeless. (12m39s)
• A woman, who was the mother of Cyan's friend Becky from band class, found Cyan crying on the street corner and took her in, providing a temporary home. (13m11s)
• Becky's father, the general manager of Walmart, was surprised to learn that Cyan had a history of shoplifting at his store, which taught Cyan a valuable lesson about her life choices and moral decisions. (13m23s)
• The family tried to gain custody of Cyan, but her mother returned and regained custody, restarting the cycle of kicking Cyan out and using her for benefits such as free education, childcare, and housing. (13m58s)

The intervention of Officer Pratt and becoming a ward of the state at 15. (14m28s)

• A police officer named Officer Pratt picked up a 15-year-old and brought them to the courthouse, where they were treated unusually well, being offered spaghetti and allowed to sit in the judge's seat (14m30s).
• Officer Pratt had arrested the teenager several times before, but this time he took them to Dairy Queen and let them get whatever they wanted before taking them to the courthouse (14m42s).
• At the courthouse, the teenager met their public defender, who explained the proceedings and what was expected of them when the judge arrived (15m15s).
• The judge asked the teenager if they wanted to live in a cardboard box for the rest of their life, and if they thought they were above the law, to which the teenager replied no (16m6s).
• The judge then asked the teenager's mother if she wanted the child anymore, and she replied no, leading the judge to declare the teenager a ward of the state of Arizona (16m28s).
• As a ward of the state, the teenager was assigned a probation officer and had to follow strict rules, including a 9:00 PM curfew, no boys or marijuana allowed, and a requirement to work and attend school (17m10s).
• The teenager was also required to have a gallon of milk in their fridge at all times, which was seen as a sign of stability (17m22s).
• The teenager was given 24 hours to find a place to live, or they would be sent to a group home, and they ended up going to a friend named Pam's house, where they were allowed to stay (18m6s).
• Pam provided the teenager with a blanket and a corner of the floor to sleep on, and the teenager considered this their first home, despite its unusual location next to train tracks (18m35s).

Crusty punk survival strategies and life on the streets. (19m13s)

• Growing up, Cyan Banister experienced neglect and trauma, which led to her being homeless and sleeping on the floor at a friend's house, but she credits a group of wanderers in Flagstaff for taking her under their wing and teaching her how to survive on the streets (20m29s).
• This group of people, who were also homeless, showed her ways to get by, such as finding nutritious food at coffee houses, like creamer, sugar, and honey, which can be used to make a meal (21m6s).
• Cyan Banister notes that once someone has experienced homelessness, they can never truly be "un-homeless" and that she still notices waste and opportunities for food and other necessities when attending conferences or events (21m23s).
• At one point, Banister and her boyfriend, who went by the name "Cuddles," decided to hitchhike from Phoenix to New York, but they ended up in a hippie commune in New Mexico instead, where they worked in exchange for a place to stay (21m57s).
• The commune was involved in the sale of psilocybin spores, and Banister and her boyfriend lived in a small trailer on the commune during the winter, but she eventually became homesick and convinced her boyfriend to hitchhike back to Arizona with her (22m10s).
• The return trip was perilous, and Banister notes that she was lucky to have survived it (23m1s).
• A homeless person was dropped off on one side of Albuquerque, New Mexico, and had to walk to the other side, crossing a river, which proved to be a challenging task due to the lack of sidewalks and the need to find a safe way to cross (23m20s).
• The individual was desperate to find heat and a place to sleep, but after being unable to find a suitable location, they ended up sleeping in a dumpster outside a gas station (24m13s).
• The next day, the person attempted to hitch a ride but was unsuccessful until an RV driver stopped and offered them a ride, stating that God had told him to save the person (24m29s).
• The individual was developing hypothermia and was in a critical condition, but the RV driver and his companions provided them with blankets, hot chocolate, and care, which helped them recover (25m10s).
• The RV driver took the person all the way to Flagstaff, and although the individual did not believe in God at the time, the experience had a profound impact on their life and put them on a new trajectory (25m32s).
• The experience of homelessness and reliance on the kindness of others motivated the individual to find a way to provide for themselves, despite being underage and unable to work due to minimum wage and age requirements (26m21s).
• Experiencing homelessness led to resourcefulness, as there were times when basic needs like food and shelter were unmet, and survival depended on finding ways to obtain these necessities (26m45s).
• A donation center allowed homeless individuals to take three items daily, which could be sold to places like Buffalo Exchange, a vintage clothing store, or a bookstore, to make a living (27m3s).
• Developing an eye for items that could be resold, particularly vintage clothing and textbooks, helped increase earnings (27m34s).
• The goal was to make $2 daily to afford basic food items like a bagel with cream cheese, a 99-cent meal, or a bowl of rice and vegetables (27m51s).
• Once daily tasks were completed, time was spent relaxing, exploring, and taking advantage of free amenities like coffee shop creamers (28m9s).
• The seeds of self-reliance and a love for capitalism were planted during this time, as the ability to earn a living through resourcefulness and entrepreneurship became apparent (28m16s).
• Learning to make hemp jewelry and selling it at tables in public places provided another means of earning money and eventually led to being able to afford rent (28m27s).

The positive influence of Cyan's "second" mother. (28m51s)

• Cyan Banister has two mothers: her biological mother and a woman who adopted her, often referred to as her "second" mother, who had a profoundly positive influence on her life (28m52s).
• When Cyan moved in with her second mother, she was struggling with self-esteem issues, such as not being able to make eye contact, shivering constantly, and having poor hygiene, but her second mother helped her to overcome these issues (29m8s).
• Her second mother taught her to stand up straight, wear respectable clothing, bathe, and brush her teeth, which greatly improved her self-confidence and overall well-being (29m23s).
• Cyan's second mother is still an important figure in her life, and she is grateful to have found her through her boyfriend, who had an amazing mother (29m48s).
• Cyan's boyfriend, who was 19 at the time, brought her home to meet his mother when Cyan was 15, and despite their age difference, his mother took Cyan under her wing and helped her to escape a difficult situation (30m17s).
• Cyan's boyfriend also played a crucial role in protecting her from the dangers of homelessness, such as drug use and violence, and eventually became her partner (30m33s).
• Cyan credits her second mother and her boyfriend with saving her from a potentially disastrous path and helping her to turn her life around (30m40s).

Crass, Chris Collins, and computers. (31m12s)

• While selling necklaces on the streets, a hobby of spray painting clothing with stencils and silk screening was taken up, and patches of DIY punk rock bands were made, which led to meeting the first customer, Chris Collins, who was wearing a patch from the band Crass (31m15s).
• Chris Collins explained that his mother ran a sign shop, and he asked to spend time with him on his computer, introducing the concept of portable computers, which was a new and fascinating idea at the time (32m20s).
• A month later, Chris Collins was seen at a coffee shop with a laptop, and an introduction to the world of portable computers and the internet was given, including the use of dial-up connections and IRC to meet friends from all over the world (32m33s).
• There was no search engine at the time, so linked sites had to be discovered, but the desire to be a part of this new world was sparked, and Chris Collins and his friends encouraged learning about Unix and becoming a hacker (33m0s).
• Chris Collins and his friends bought books, got a first computer, and encouraged learning and studying, which is credited as a magical moment where people stepped into life at the right moment and encouraged growth (33m34s).
• Paying attention to these moments and seizing them is considered crucial, and the importance of people stepping into life and encouraging growth is highlighted (33m47s).

An unorthodox path to angel investment beginning with Uber. (33m57s)

• The ability to increase one's surface area to experience new things can translate to success in sourcing successful Angel Investments (34m8s).
• A thesis is developed before making an investment, and then the right people and opportunities are put in front of the investor (34m58s).
• The investment in Uber started with a thesis about the taxi Medallion system, which was deemed unfair and led to the development of a new idea (35m14s).
• Research on the taxi Medallion system involved talking to taxi drivers and learning about their daily struggles, including debt and time constraints (35m30s).
• The taxi Medallion system was found to be unfair, with medallions being worth millions of dollars in some cities and being used as a retirement plan for taxi drivers (36m17s).
• The system was compared to the minimum wage, which was also seen as unfair for creating a line that only certain people could cross and limiting opportunities for others (36m42s).
• The idea of allowing people to make their own financial decisions, even if it means earning less, was emphasized, particularly for those in lower economic realms (37m17s).
• Personal experience with minimum wage jobs and the desire to work for lower pay, such as 25 cents, was shared to illustrate the point (37m6s).
• The importance of allowing people to make their own decisions and being aware of every cent in their lives was highlighted (37m34s).
• The Medallion system, which regulates the taxi industry, is incredibly unfair and in need of disruption (38m4s).
• A livery car driver named Roger introduced the idea of investing in a company that offered on-demand black livery cars, which would later become Uber (38m32s).
• Roger handed over a card for Ryan Graves, a key figure in the company, and explained how the service worked, including the hourly payment for drivers (38m43s).
• Initially, the investment opportunity was ignored due to the focus on investing in Bay Area companies, but repeated mentions by Roger sparked interest (39m2s).
• At an event called the Lobby, held by August Capital, Travis Kalanick was observed to have a distinct demeanor and gravitas, indicating potential for leadership (40m2s).
• Travis Kalanick mentioned working on a new project after selling his previous company, Red Swoosh, and this sparked interest in his next venture (40m27s).
• An invitation to dinner allowed for further observation of Travis Kalanick's behavior and opinions, solidifying the impression of his remarkable abilities (40m52s).
• Jason Calacanis held an event called Open Angel Forum, which may have been related to the investment opportunities discussed (41m15s).
• Cyan Banister invested in Uber after hearing Travis Kalanick pitch the idea, taking it as a sign from the universe, and wrote to her husband to invest $75,000, which was later ratcheted back to $50,000, making them the second individuals to invest a sizable amount in the company at the time (41m41s).
• At the time of the investment, Ryan Graves was the CEO of Uber, but Travis Kalanick later took over the role (42m29s).
• Before Uber, Travis Kalanick co-founded Red Swoosh, a company that became an enemy of huge music and entertainment companies due to its file-sharing technology, and he was served with a $250 billion lawsuit, forcing him to shut down the company (43m22s).
• Kalanick then started a new company, also called Red Swoosh, and managed to make the same people who hated and sued him into customers, showcasing his charisma and sales abilities (43m44s).
• Travis Kalanick is a highly competitive person, as evident from his skills in table tennis, where he was reportedly number one in the world, and even played with his non-dominant hand, demonstrating his drive and confidence (44m20s).
• Cyan Banister credits Roger for flagging Travis Kalanick and his idea, which ultimately led to her investment in Uber (42m12s).
• The early stages of investing in startups were often done by angels, with institutions getting into the game later, and Cyan Banister was part of this early group of angel investors (41m20s).

Niantic/Pokemon GO. (44m48s)

• Niantic, the makers of Pokémon Go, created a game called Ingress, which was an early game that came out of Google and overlaid on top of the real-world map, allowing players to team up and go to remote locations to cast invisible triangles over large areas of land (45m8s).
• Players were hooked on the game, with some chartering helicopters to go to remote places, and unknowingly created what would later become Poké stops (45m45s).
• The game was played around 2012, and players would often run into others who knew they were playing Ingress, leading to banter and interactions (46m7s).
• Google was collecting points of interest, which were not mappable by cars or satellites, through the game, including things like tombstones, by having players take pictures and submit them to a database (46m40s).
• The database was later used to create Pokémon Go, and the experience made one consider investing in the company if it were not part of Google (46m55s).
• When Niantic was spun out of Google, the opportunity arose to invest in the company, but the challenge was reaching the right people, as the network was not well-established at Google (47m15s).
• A connection was made through a company called Hint Water, where an investment had been made, and the founder was being helped to set up a ticketing system, which led to discovering emails with Ingress in the subject line (47m42s).
• It was discovered that Hint Water gave out game codes on their bottle caps, which explained the emails, and provided a potential lead to invest in Niantic (48m10s).
• Cyan Banister invested in Ingress, a game by Niantic, after meeting with John Hanke, the founder of Niantic, despite initial rejection, and her friend Lucas was hired by the company (48m49s).
• Banister and Lucas showed Hanke their dedication to the game, with Lucas being a level 16 player, and shared their insight that the game would be a huge success, especially after hearing that Pokémon would be added to the map as an April Fool's joke (49m3s).
• Hanke allowed Banister to invest in the company, likely due to her ability to bring in valuable input on the gamer experience and potentially attract other talented engineers, such as Lucas, who was a brilliant engineer and employee number 13 at Facebook (49m57s).
• After investing in Ingress, Banister tried to syndicate the deal through AngelList, but was rejected because the other investors were corporate entities, including Nintendo and Google (50m35s).
• Many people doubted the success of Pokémon Go, with some saying that nobody would walk around searching for invisible creatures, but Banister believed in the game's potential and was eventually proven right (50m53s).
• The release of Pokémon Go on July 6th was a significant event, with people all over the world, including in remote locations like Alaska, playing the game and searching for Pokémon (51m6s).
• Banister's experience with Ingress and Pokémon Go taught her the importance of grit, hustle, and making connections to achieve success, and she was eventually given an honorary lifetime employee card to Niantic (51m34s).
• Uber was initially rejected by over 300 people on AngelList after Cyan Banister invested, with many citing that the valuation made no sense and the idea wasn't solving a real problem. (51m47s)
• The media portrayed Uber as a service for "Tech Bros" and the wealthy, with many believing it was just another luxury item for people with too much money. (52m38s)
• Common objections to Uber included the idea that not everyone wants or can afford a limo, and that the service was only catering to a small, affluent demographic. (53m3s)
• Cyan Banister countered these objections by pointing out that many successful companies start by catering to a small, high-end market before expanding to become more accessible to the general public, citing the example of air travel. (53m10s)

How stalking Garrett Langley led to a Flock Security investment. (53m16s)

• Cyan Banister was at a hotel with time to kill and used the hotel's Wi-Fi, where she noticed people tethering their phones using their real names, including Travis Kalanick and Keith Rabois, due to her background in security and being a self-taught engineer (53m43s).
• Banister saw a name she had never seen before, Garrett Langley, and Googled him to find that he was the founder of Flock Security, which was in the current Y Combinator batch at the time (54m32s).
• Founders Fund had been considering opportunities in neighborhood safety and security, and Banister realized that Flock Security's solution was better than what they had thought of, which was neighborhood cameras (55m3s).
• Banister messaged her associate, John Ludig, about Garrett Langley and Flock Security, and was told to walk over and introduce herself (55m20s).
• Banister approached Garrett Langley, introduced herself as Cyan Banister of Founders Fund, and invited him to a meeting, which caught him off guard as he was still in the Y Combinator batch and hadn't demoed yet (55m34s).
• Langley was surprised that Banister knew who he was, and she eventually revealed that she had seen his iPhone tethered to the Wi-Fi with his name on it, which had piqued her curiosity (56m2s).
• Founders Fund ended up getting the last allocation of Flock Security's round and shared the Series A with Bedrock, and the company is now valued at over $6 billion (56m15s).
• Banister attributes her success in investing to her ability to identify patterns and opportunities, and to strike when she sees them, which has led to some of her best deals having interesting and unconventional origins (56m27s).

GameCrush, activist investors, and lessons learned. (57m6s)

• Game Crush was a business that allowed users to pay to play games with mostly female gamers who were more provocative, and it was growing rapidly before activist investors got involved and wanted the company to remove its adult content (57m14s).
• An activist investor is someone who invests in a company and tries to play the role of CEO or operator by telling the founders and employees what to do, often causing power struggles if the company is not structured correctly (58m21s).
• The activist investors in Game Crush wanted to remove the sex appeal and edgy content that made the product special, which led to the company's decline as it tried to become more mainstream and lost its unique selling point (59m31s).
• The rules and constraints applied by the activist investors included not allowing streamers to be in various states of undress, be sexy, or wear bikinis, in an attempt to make the platform more suitable for younger people (1h0m4s).
• The company's attempt to become more mainstream and compete with Twitch ultimately failed, as it lost its niche audience and the unique appeal that drove people to watch (1h0m50s).
• If Game Crush had stuck to its original niche and expanded later, it could have done incredibly well and potentially monopolized its audience (1h0m37s).
• The experience with GameCrush served as a learning lesson, particularly in identifying warning signs in a company, such as disorganization and unclear leadership, which were evident after the first closing of the investment round (1h1m24s).
• The company had multiple founders, which can be a recipe for disaster, and it was unclear who the actual CEO was, as the person presented as CEO seemed to be only for the fundraising purposes (1h2m1s).
• The experience also highlighted the importance of having a clear delineation of leadership roles, with a single CEO, and avoiding 50-50 partnerships, as seen in the case of HQ Trivia, which ended in disaster due to the lack of a clear tiebreaker (1h2m42s).
• Another lesson learned was that even after committing to an investment, it's possible to re-evaluate and change the decision if new material information becomes available, and it's not necessary to follow through with the investment if it's no longer deemed a good decision (1h3m23s).
• The importance of verifying information and not relying solely on verbal agreements was also emphasized, as people may misrepresent or lie about certain aspects of the company (1h4m20s).
• The experience with GameCrush and HQ Trivia led to the development of new investment strategies and a greater emphasis on due diligence in evaluating potential investments (1h3m20s).

Sales lessons from the street. (1h4m27s)

• Proactivity and confidence in approaching people cold are key skills that have contributed to success in sourcing deals and investments (1h4m44s).
• Being homeless taught valuable lessons, including how to handle rejection, which was also learned through various jobs such as selling necklaces, telemarketing, and working in customer service (1h5m20s).
• Experience in jobs like phone canvassing for Greenpeace, telemarketing, and Tech Support helped develop resilience and a mindset that rejection is not a barrier (1h5m41s).
• The approach to rejection is to not give up and to view it as a game or a sport, where a "no" is not final until it's a hard "no" (1h6m23s).
• People's words and opinions are seen as suggestions rather than absolute truths, and it's essential to separate facts from the stories and narratives that people create (1h6m35s).
• This mindset allows for persistence and creative problem-solving, as there's often wiggle room to negotiate and find alternative solutions until a hard "no" is reached (1h7m11s).
• A guiding principle in life is to not give up and to try different approaches, as the initial ask or incentive might not have been right, or the timing might have been off (1h7m26s).

A mindful approach to questioning narratives. (1h7m41s)

• The importance of questioning narratives and truths is emphasized, as they can be fictions created by the human mind and ego, leading to paralysis, and it is essential to be aware and present in the moment to avoid getting caught up in these narratives (1h7m41s).
• Meditation and mindfulness practices help to cultivate consciousness and being present in the moment, allowing individuals to distinguish between what is real and what is fiction (1h8m0s).
• The concept of being accountable for one's actions and thoughts is highlighted, and taking responsibility for every action and thought is considered essential, rather than blaming circumstances or being a victim (1h9m32s).
• The idea that life is a game and people are just playing their roles, often with a narrative or costume, is presented, and it is suggested that analyzing and thinking about these narratives can be beneficial (1h10m4s).
• The conference being attended, Hereticon, is described as an event put on by the alumni of Founders Fund, a company where the speaker was a partner for four years, and features speakers and founders of various companies, including URL Palmer and Lucky (1h10m32s).
• The name "Hereticon" is explained as referring to the idea that some of the best ideas seem heretical at first, but can lead to significant technological advancements that may seem like magic (1h11m6s).
• The conference is about debating and discussing oppositional viewpoints, with attendees ranging from hardcore atheists to those who read tarot cards, and from anti-AI to those who believe AI will save the world and bring about the second coming of Christ (1h11m28s).
• The conference has a similar feeling to early 90s tech futurism, where people thought everything was possible, and it reminds one of the optimism that had seemingly died due to the backlash against tech people and the negative outcomes of social media (1h12m0s).
• The conference has a Chatham House Rules policy, where attendees are encouraged to be themselves, respectful, and make friends across different viewpoints, and most discussions are not leaked to the internet (1h12m40s).
• The conference has around 500 attendees and is fully paid for by Founders Fund, including hotel rooms and meals, which is seen as an incredibly generous gift to the community (1h12m55s).
• Despite Founders Fund likely sourcing deals from the conference, it is still appreciated for the effort put into organizing the event, and it is considered a favorite conference to attend (1h13m11s).

The pre-OnlyFans story of Zivity. (1h13m27s)

• Cyan Banister discovered their first porn at the age of 11 or 12 while working a summer job watching a wolf dog, where they found a Playboy magazine in the owner's apartment and thought it was the most beautiful depiction of the human body they had ever seen (1h14m6s).
• The job involved going to the owner's house, microwaving a steak, cracking an egg on it, and leaving it in the doorway for the wolf dog, which would show up and eat the food (1h14m45s).
• The wolf dog, named Wolfie, did not work on a schedule, so Cyan would often have nothing to do and started going through the owner's belongings, eventually finding the Playboy magazine (1h15m39s).
• Cyan's mother, an art teacher, kept books with Chinese sculptures depicting sexual acts, which Cyan would sneak to school and show to friends, sometimes charging them to look (1h16m53s).
• Cyan developed an appreciation for the beauty of the human body and saw it as an art form that deserved respect, which started at a very early age (1h17m6s).
• This appreciation for beauty and art would later influence Cyan's approach to business and investing (1h17m9s).
• Cyan mentions that the beauty depicted in Playboy magazines was more natural and accessible when they first discovered them, but became less so as Hugh Hefner got older (1h16m25s).
• Cyan's early exposure to pornography and art would shape their perspective on the industry and inform their future business decisions (1h17m3s).
• Cyan Banister initially tried to start a company called Zivid before Suicide Girls launched, but decided not to pursue it as Suicide Girls was already doing most of what she wanted. (1h17m21s)
• However, Cyan Banister was not satisfied with the financial model of Suicide Girls, which bought photo shoots from artists for $500 and owned the content in perpetuity, not allowing the artists to use their own likeness or name elsewhere. (1h17m40s)
• Cyan Banister wanted to create a platform where photographers and models could have meaningful interactions with fans, who would become patrons of their art, and started working on Zivid, a fully nude platform with no sex acts. (1h18m25s)
• Zivid introduced a micro-payment system, where fans could support artists by "voting" with their money, with 70% of the revenue going to the artists, split between the photographer and model. (1h19m35s)
• The platform eventually expanded to include other contributors such as makeup artists and costume designers, with the model being the primary point of contact with fans and doing the hardest work. (1h19m46s)
• Cyan Banister realized that the value of Zivid was not in the content itself, but in the real human interaction between the artists and their fans, which is something that cannot be found for free on the internet. (1h20m22s)
• Despite being the first company of its kind to raise venture capital, Zivid shut down after 10 years due to disagreements between Cyan Banister, the board, and the executive team on the direction of the company. (1h20m31s)
• The disagreement stemmed from the board's desire to focus on beauty and aesthetics, while Cyan Banister believed that the true value of Zivid lay in the human interaction and connection between artists and fans. (1h20m51s)
• A domain called "Top Fans" was registered, and an experiment was conducted with a concept similar to "Only Fans," but the project ultimately failed due to a lack of resources and energy (1h21m9s).
• The project faced numerous challenges, including being banned from the Apple App Store, prohibited from advertising on Instagram, and restricted from using normal payment processors (1h21m30s).
• The founder was also protested at tech conferences, with some women protesting their presence due to the project's controversial nature, which they believed would lead to explicit or pornographic content (1h21m44s).
• Despite the challenges, the project aimed to provide freedom and flexibility for individuals who needed alternative sources of income to achieve their goals, such as putting themselves through school or buying their first home (1h22m48s).
• The project's concept was later proven successful by "Only Fans," which has become a significant platform, although its impact on society remains a topic of debate (1h22m28s).
• The founder eventually shifted their focus to investing, where they found more success and were able to invest in companies like Uber and SpaceX (1h21m23s).

Views on sex and relationships. (1h23m9s)

• Sex and sexuality are stigmatized topics that should be discussed more openly, as they are essential aspects of human life, including reproduction, love, and connection with others (1h23m47s).
• Becoming sexually active at 15 led to disappointment and a negative view of sex, prompting experimentation to find a meaningful connection (1h24m7s).
• The search for a worthy connection involved trying different scenarios and partners, but it wasn't until developing feelings for someone that the missing ingredient was discovered (1h24m42s).
• The first love was a communist, and although the relationship ended, it remains a special connection, with the two still being friends (1h25m12s).
• The experience taught that loving someone and being loved back is possible, but at the time, survival was the priority, and emotions had to be put aside (1h25m51s).
• In the tech industry, dating and long-term relationships occurred, including a notable relationship with someone nicknamed "cuddles" during a period of homelessness (1h26m17s).
• The relationship with sex was casual and enjoyable but not life-changing, with a personal bar set high, expecting an extraordinary experience (1h26m25s).
• It wasn't until the mid-20s that a more positive outlook on sex developed, and it became enjoyable, taking time to overcome initial negative experiences (1h27m1s).
• With age and the right partner, the experience of sex can become more meaningful and enjoyable (1h27m23s).

Magic glasses, esoteric rabbit holes, and rolling the dice. (1h27m27s)

• The concept of rolling the dice, not metaphorically but literally, is discussed as a fun activity that came up during the pandemic when the world was divided into two camps: those who had to continue working and those who were forced to pause. (1h27m30s)
• During the pandemic, some people, including the speaker, were forced to pause and started reading early 1920s esoteric philosophy, which led to an interest in mysticism and the works of Alistair Crowley. (1h28m11s)
• Alistair Crowley's works led to the discovery of a weird publication and a short story called "Magic Glasses" by Frank Harris, which is being made into a movie. (1h28m46s)
• Frank Harris was a cowboy who ran away from home at 14, joined intellectual groups of writers, and wrote the banned book "My Life and Loves," an account of his sexual encounters. (1h29m17s)
• Harris's life was marked by contradictions, including being a cattle rancher who killed people for cattle, making it hard to distinguish between reality and fiction. (1h29m57s)
• The speaker's interest in Frank Harris was sparked by a question about the purpose of life, which has been a recurring theme throughout their life and has led to exploring artificial constraints. (1h30m13s)
• Applying artificial constraints started with the speaker's clothing, as they realized they couldn't wear a uniform like Steve Jobs or Mark Zuckerberg and instead chose to express themselves through their attire. (1h30m43s)
• The concept of applying constraints relates to Frank Harris's story "Magic Glasses," which is about trying on different perspectives and seeing the world in a new way. (1h31m8s)
• The concept of novelty and how the human brain grows bored of new things is explored, with the example of magical glasses that would allow the wearer to see the world in a new way, but would eventually become mundane (1h31m24s).
• The idea of novelty is applied to the speaker's wardrobe, with the realization that they love clothes and expressing themselves through fashion, but also feel guilty about it (1h31m59s).
• To balance this, the speaker tries to be a "minimalist maximalist" and experiments with different approaches, including reading the works of Gerf, Frank Harris, and Aleister Crowley (1h32m25s).
• One experiment involves wearing a single theme, such as plaid, for a season, which forces the speaker to constrain their purchasing and decision-making (1h32m43s).
• The speaker learns about the different types of plaid and how to wear mismatched plaids, and discovers that clothing can be a source of joy for both themselves and others (1h34m22s).
• The experiment is repeated with different themes, including polka dots, which proves to be a challenging and unpleasant experience (1h33m38s).
• The speaker reflects on the lessons learned from these experiments, including the importance of reducing decision-making and increasing joy, and how to balance minimalism with self-expression (1h34m45s).
• The use of dice rolling as a decision-making tool is mentioned, but not fully explained in this excerpt (1h32m33s).
• The concept of introducing randomness into life was explored, where the decision-making process is taken out of one's hands by using dice to make choices, such as where to go for dinner, with the goal of eliminating decision fatigue and increasing the efficiency of the decision-making process (1h35m4s).
• The process involves setting parameters, such as the type of cuisine, and then rolling the dice to determine the specific restaurant to go to, with the result being committed to, regardless of reviews or other factors (1h37m11s).
• This approach has led to unexpected and positive experiences, such as meeting new people and having better food than expected, and has improved life by removing the hindrance of personal decision-making (1h37m52s).
• The use of dice can be applied to various situations, including road trips, where the destination or route can be determined by rolling the dice, leading to new and exciting experiences (1h38m30s).
• The key is to introduce randomness at the right point in the decision-making process, to maximize the benefits of efficiency and breadth of experience, rather than spending too much time on the decision and then introducing randomness at the end (1h38m27s).
• A person once visited a thrift store in a California ghost town called Pioneer town, which was found by searching for the best thrift stores in the United States, and the experience was described as spiritual, as it put them in a mindset where anything was possible (1h38m41s).
• The person uses a pair of tiny dice in a locked cage to make decisions and introduce randomness into their life, which has been adopted by others they've introduced it to (1h40m8s).
• The dice are used for various tasks, such as giving public talks, where the audience suggests topics and the dice determine the order, and picking movies to watch, but not yet for business decisions (1h40m33s).
• The idea of using dice for decision-making is related to the concept of free will and whether our choices are truly random or determined by our patterns and habits (1h41m31s).
• A friend, Pendulette, wrote a book called "Random" that explores a similar idea, where a character uses dice to make a large sum of money, raising questions about the role of chance and free will (1h41m9s).
• The person has a strict rule of always following the outcome of the dice roll, never opting out of a decision, and believes that this approach can help overcome the limitations of our habits and patterns (1h42m13s).
• A method is used to make decisions and complete tasks by writing down six things, including one enjoyable activity and five less desirable ones, and then using a dice to randomly select which task to do first, helping to break habits and form new ones (1h42m26s).
• This approach allows for quick decision-making, efficient completion of tasks, and the introduction of more joy into life (1h43m20s).
• The dice is stored in a locket, which can be carried in a pocket, making it easily accessible for use throughout the day (1h43m39s).
• The lockets with dice are made by an artist in San Francisco (1h43m47s).
• The approach is being shared with others, with the intention of encouraging them to try it and experience the benefits for themselves (1h43m50s).
• The method is also being applied to making spontaneous decisions, such as taking a last-minute international trip, and using the dice to make choices during the trip (1h44m5s).

How Aleister Crowley and Bill Murray paved a path to ex-atheism. (1h44m18s)

• A personal transformation occurred, changing from being an atheist to a spiritual person, which has led to improved health, energy, and happiness (1h44m54s).
• The transformation was catalyzed by exploring the works of occultist leader Aleister Crowley during the pandemic (1h45m56s).
• Aleister Crowley was a practitioner of what might be considered witchcraft or magic, with a large following and controversies surrounding him (1h46m18s).
• Despite being perceived as a Satanist, Crowley's studies were rooted in monotheism and the teachings of Christ, with a focus on harnessing light energy (1h47m6s).
• Crowley's teachings were not intended for everyone, and he actively sought to repel people who were not genuinely interested in his work (1h47m46s).
• The exploration of Crowley's works led to a deeper understanding of life and its true nature, as discovered by people in the early 1900s (1h48m11s).
• A friend, Pen, was supportive of the spiritual transformation, saying that being a good and kind person was more important than being an atheist or having spiritual beliefs (1h45m9s).
• The spiritual change has resulted in noticeable physical improvements, including radiant skin, increased energy, and a younger appearance (1h45m37s).
• Alistair Crowley was born in 1875 and died in 1947, a time period when people were publishing books and practicing occult practices, often incorporating psychedelics or THC into their ceremonies, in an attempt to figure out if there was something beyond what they could see and know, and if it was supernatural or could be explained by science (1h48m24s).
• The author became interested in people from this time period, particularly an author and philosopher named Gurdjieff, who was Greek, and his understudy Ouspensky, who wrote a book called "The Curious Case of Ivan Osokin", which is what Groundhog Day is based on (1h49m23s).
• The author studied Bill Murray's art without asking him, and during the pandemic, they watched many of his movies, including Groundhog Day, Caddyshack, What About Bob, and Broken Flowers, realizing that Bill Murray is an artist on a mission to teach something through his work (1h50m1s).
• Bill Murray repeatedly uses the phrase "it just doesn't matter" in his movies, which on the surface appears to be a nihilistic statement, but actually comes from a deeper philosophy about the fictions people create in their minds (1h50m30s).
• The author realized that their mother, who left them and gave them up to the court system, is a fiction they carried around, causing them grief and suffering, and that they needed to let go of this story (1h51m2s).
• The author started watching the movie "The Razor's Edge", based on a novel by Somerset Maugham, which helped them understand the concept of letting go of fictions and finding inner peace (1h51m29s).
• Bill Murray's version of "The Razor's Edge" was a low-budget film that he wrote and acted in, and it involves themes of spirituality and self-discovery (1h51m52s).
• A film explored ideas around the philosophy of suffering, and a line from the movie had a profound impact, causing a singular energetic event that affected the entire room (1h52m11s).
• The experience was described as a moment when a veil was lifted, allowing a new perspective on the universe, and it was likened to a Kundalini Awakening (1h52m49s).
• The experience led to a new understanding of the world, including the idea that there may be something bigger than humanity, and that life is like being in an "Earth School" where humans inhabit bodies but are essentially energy life forces (1h54m5s).
• The energy life force is believed not to dissipate or disappear, but rather to go somewhere, and this realization has had a profound impact (1h54m20s).
• The experience has been compared to a Kundalini Awakening, a concept that was previously unknown, and it has led to a greater understanding and sympathy for people with mental health issues (1h55m1s).
• The experience was intense and powerful, causing a realization and epiphany that was life-changing (1h55m51s).
• A transformative experience occurred after watching a movie, resulting in ego dissolution, visions of places to go, and dreams that predicted future events, which was a sudden and scary experience (1h55m53s).
• This experience led to a newfound sense of purpose, which is to spread joy, lift others up, and contribute to ending poverty, and it informs many investment decisions (1h57m30s).
• Before this experience, there was no sense of purpose, and life seemed pointless as an atheist, but after it, a more service-oriented and bigger-picture perspective was gained (1h57m16s).
• The experience was not just about personal growth but also about realizing the interconnectedness of everything and being part of something much bigger and more beautiful (1h58m11s).
• To find purpose, one must face their true self, look inside, and love themselves, even when they don't like what they see, which is a crucial step in discovering one's purpose (1h59m29s).
• Practicing self-love is essential, but it doesn't mean indulging in selfish activities; rather, it means accepting and loving oneself, flaws and all (1h59m40s).
• The experience has led to a greater understanding of the importance of love and its universality, and it has become a guiding principle in life (1h57m25s).
• The realization that humans may have a form of communication that is not yet understood by science has also been a significant outcome of this experience (1h56m34s).
• Meditation and mindfulness played a crucial role in lifting the veil and gaining insight into the bigger questions of life, and continuing these practices is essential to maintaining this newfound understanding (1h56m55s).
• The concept of self-love is often misunderstood, and it's not just about feeling good, but rather about learning to give oneself unconditional love (1h59m56s).
• A helpful way to practice self-love is to imagine oneself as a ball of light, visualize it outside of the body, and cradle it like a baby, which helps to realize that one would not harm that baby (2h0m10s).
• This exercise can lead to the understanding that all experiences are a simulation in the mind, and that people often talk to themselves in a way that they would never speak to others (2h0m46s).
• Humans are the only species that punishes themselves more than once, by ruminating on past mistakes, and it would be more beneficial to let go of these thoughts (2h1m4s).
• Experiencing self-love and inner growth can be jarring and scary, and may lead to psychological events that resemble mania, so it's essential to be careful and prepared (2h1m31s).
• The path to self-love involves looking inward, knowing oneself, taking accountability for one's actions, and forgiving oneself, which ultimately leads to a state of love and light (2h1m44s).
• At its core, the concept of self-love is about love, and it's essential to understand that love is not just a cliché, but a fundamental aspect of personal growth and development (2h1m58s).

Cyan's billboard. (2h2m10s)

• If a message could be put on a billboard to impart or display to the masses, it would be "wake up," symbolizing the need to become aware of one's mechanical and automated actions in response to the world, and to take control of one's own life and story (2h2m16s).
• This concept is similar to the idea explored in The Matrix, where people are unaware of their true reality and are living in a state of sleep, accepting the circumstances handed to them by nature and nurture (2h2m29s).
• To truly wake up, one must practice being conscious and present every day, and introduce randomness and change into their life to avoid sleepwalking through it (2h3m27s).
• Accepting the status quo and not taking control of one's life is like accepting how the cookie crumbles, but people have the power to introduce change and randomness, such as doing something unexpected like going to work dressed as SpongeBob SquarePants (2h3m43s).
• The movie American Beauty, starring Kevin Spacey, had a profound impact on life, inspiring a desire to break free from a stagnant routine and make significant changes, such as ending a relationship and switching jobs (2h3m59s).
• Art has the power to inspire change and be at the right place at the right time, and sometimes people need to switch things up and get out of their comfort zone to avoid being their own worst nightmare (2h4m22s).

Enduring a stroke and its aftermath. (2h4m34s)

• A stroke was experienced as the worst headache of life, described as a 15 on a scale of 1 to 10, with the pain progressively getting worse every day (2h4m49s).
• Initially, doctors treated the condition as a migraine due to the young age, and a CT scan was not performed until later (2h5m10s).
• Symptoms worsened, including seeing double and falling without resistance, leading to a second ER visit where a CT scan was finally performed (2h5m47s).
• A deep venous sinus thrombosis (DVST) was diagnosed, with clotting throughout the center of the brain and down the right jugular, and the condition was life-threatening (2h6m10s).
• The near-death experience led to a newfound appreciation for life, with a focus on air, the sun, and gratitude for everything (2h6m45s).
• However, after recovering, the same lifestyle was resumed, and it became clear that changes were needed to avoid another life-threatening situation (2h7m21s).
• The realization was made that avoidance and working hard to avoid suffering and trauma had contributed to the condition, and therapy was necessary (2h7m34s).
• Traditional therapy did not work, but psilocybin and integrated family systems were helpful, and ultimately, meditation and philosophy led to the most significant positive changes (2h8m13s).
• The experience led to a greater understanding of the importance of self-awareness and the idea that life's challenges are lessons to be learned (2h8m25s).

Meditation, throat-singing, and philosophy. (2h8m38s)

• The individual tried various types of meditation apps but found them unhelpful due to being hung up on the voices and criticizing everything, until they discovered Tibetan throat singing, which worked for them (2h8m51s).
• They practice Tibetan throat singing by chanting and moaning along, as well as listening, but do not use bead counting (2h9m24s).
• The individual was introduced to Tibetan throat singing by a friend who brought back a necklace from the Telluride Bluegrass Festival, where they had seen Tibetan throat singers perform (2h9m51s).
• They believe the biggest mistake people make with meditation is trying to treat it like a sport or something to be judged, rather than approaching it with an open mind (2h10m16s).
• There are different types of meditation, some of which allow thoughts to flow freely and others that aim to clear the mind, and people should experiment to find what works for them (2h10m29s).
• The individual used to be intimidated by the idea of meditation, but now they can meditate for 6 hours at a time, and even short periods of meditation, such as 10 minutes a day, can be beneficial (2h10m51s).
• Meditation helps to process inputs and synthesize information, and even short periods of stillness can be helpful (2h11m10s).
• The effort to meditate is more important than the length of time, and starting with small, achievable goals, such as 10 minutes a day, can be more effective than trying to do too much too soon (2h11m24s).
• The difference between doing nothing and something, whether it's with exercise or meditation, is the biggest step, and starting small can help build new habits (2h11m43s).
• Meditation is a daily practice that can be scaled down to fit one's schedule, even if it's just for a short period each day (2h12m17s).
• George Gurdjieff, a philosopher, is recommended for his thought-provoking ideas, despite being confusing and not for everyone (2h12m27s).
• Gurdjieff's concept of "who is the captain of your ship" resonates, questioning whether one is in control of their life or if it's being controlled by rogue processes or the ego (2h13m1s).
• The idea of introspective work can help discover if one is truly in charge of their life (2h13m20s).
• Gurdjieff's concept of the horse carriage analogy explores the idea of control, with the horse representing the body, the carriage representing the physical world, and the narration representing the inner voice (2h13m24s).
• The concept of the Eternal Recurrence by Friedrich Nietzsche is also mentioned, suggesting that life is stuck in a constant loop until one learns to be a good person (2h14m14s).
• This concept might explain déjà vu and is featured in Milan Kundera's novel "The Unbearable Lightness of Being" (2h14m42s).
• George Gurdjieff was a philosopher, mystic, spiritual teacher, composer, and dance teacher, born in 1867 in the Russian Empire, now Armenia (2h15m4s).
• He believed that people live in a state of hypnotic "waking sleep" but can awaken to a higher state of consciousness and serve their purpose as human beings (2h15m20s).
• A recommended book for those interested in Gurdjieff's ideas is "Beelzebub's Tales to His Grandson" (2h15m51s).
• Another recommended book is "The Curious Case of Ivan Osokin" by P.D. Ouspensky, a Russian philosopher and Gurdjieff's student (2h16m2s).
• A man decides to pursue his career and puts off being with the woman he loves, but he misses his moment and she marries another man, leaving him distraught. (2h16m17s)
• The man visits a magician named Gerf, who is from a book, and asks to be sent back to age 11 to redo his life and avoid making the same mistakes, but Gerf warns him that he will still end up in the same place. (2h16m25s)
• Despite the warning, the man is sent back to age 11 and makes the same mistakes, eventually returning to Gerf, who reveals that the wedding was fake and the woman was trying to upset him. (2h17m0s)
• The man wants to run off and be with the woman, but Gerf advises him that he needs to do the work to change himself first, and offers to take him under his wing for a few years to help him grow. (2h17m24s)
• The story is compared to the movie Groundhog Day, which is said to be based on a book, and is used as a metaphor for the importance of personal growth and change. (2h17m43s)
• Gerf's Wikipedia page is mentioned as a resource for further research, and the conversation is noted to have covered a lot of ground. (2h18m5s)

The Boston spiritual experience and duck boat baptism. (2h18m21s)

• A spiritual experience led to a vision of a cartoonish Irish man, which prompted a trip to a Celtics game in Boston, despite having no interest in basketball (2h18m21s).
• The vision was described as a "Lucky Charms kind of guy" with his fist in the air, and it was a caricature of an Irish man that kept appearing in thoughts (2h18m39s).
• The trip to the Celtics game was made with the only instruction being to bring a wallet and ID, with the expectation that everything else would be provided (2h19m38s).
• Upon arrival at the arena, the whole area was covered in green shirts, except for one chair, which turned out to be the assigned seat (2h20m25s).
• A song by Phil Collins, "I Can Feel It In the Air Tonight," played over the loudspeakers, triggering a childhood superstition that it would be a good night (2h20m55s).
• The experience led to the realization that despite efforts to be without superstition, there was still a lingering belief in the significance of certain events or songs (2h21m25s).
• The experience also prompted the idea of being hyper-present and paying attention to surroundings, with the possibility of being in a simulated reality or video game (2h21m35s).
• At a basketball game, a woman found herself in the middle of a heated argument between two men, one from the Bay Area wearing a Warriors shirt and the other wearing a Celtics shirt, which symbolized the Great Divide in America (2h21m39s).
• The man from the Bay Area stood up for gun control, while the man wearing the Celtics shirt sat down, indicating their differing views (2h22m25s).
• The two men started fighting over the woman, who was neutral and only there for the basketball game, not supporting either team (2h22m40s).
• The woman told the man wearing the Warriors shirt that she was not with either of them, but rather there for the basketball, which he found hard to understand (2h23m25s).
• The man wearing the Celtics shirt overheard the conversation and started explaining the concept of the "meta game" to the woman, which involves paying attention to the business and people surrounding the game (2h23m57s).
• The woman started playing the meta game with the man wearing the Celtics shirt, and then had an intuition to tell the man wearing the Warriors shirt that his favorite player was a good father, which calmed him down and ended the argument (2h24m17s).
• A person had a strange experience in Boston, where they encountered a Celtics fan and a Warriors fan, and after giving the Celtics fan some love, they went back to their hotel room, only to be told by the front desk that they didn't exist in the hotel's system (2h25m29s).
• The person tried to reason with the front desk staff, showing them their key and asking them to check the reservation, but they were still told that they didn't exist (2h25m50s).
• The person called their assistant to confirm the reservation, but the front desk staff still refused to acknowledge their existence (2h26m5s).
• The next day, the person went back to the front desk and tried to charge a Kit Kat bar to their room, but was again told that they didn't exist (2h26m34s).
• Feeling strange and on tilt, the person started walking around the neighborhood, looking for a new shirt that wasn't made in China (2h26m59s).
• While walking, they heard Phil Collins music playing in a food court, which stopped them in their tracks, and they started recording it (2h27m16s).
• Suddenly, they saw a man dressed in all white, who they felt an inexplicable connection to, and felt compelled to go talk to him (2h27m29s).
• The person felt a strong sense of magnetism or a voice telling them to go talk to the man, which they felt was the whole point of their trip to Boston (2h27m53s).
• Cyan Banister met a man at an event who was discussing a startup with a friend, and after asking several questions, discovered the man was a t-shirt entrepreneur who created shirts representing different types of color blindness, with each shirt featuring a hex code and a Latin root name describing a condition related to color blindness (2h28m2s).
• The t-shirt entrepreneur revealed that each shirt represents a type of color blindness and stated that everyone lives in different realities (2h29m36s).
• Cyan Banister realized she knew the man, Tango, from a previous encounter at a TED party in the basement, where they briefly met and exchanged names before parting ways (2h29m48s).
• Tango revealed that he had a rare heart condition, also shared by Einstein, and had undergone an operation by a specialist in Boston, and jokingly stated that he had "died" five years ago (2h31m14s).
• Cyan Banister and Tango had not met or hung out since their initial encounter at the TED party (2h31m9s).
• A person met a surgeon in Boston who had undergone a life-threatening operation that required his heart to be stopped, and the surgeon expressed uncertainty about his own existence (2h31m32s).
• The person was experiencing a strange mental state and touched the surgeon to see if he was real, and the surgeon said he often pondered the question of his own existence (2h32m0s).
• The person ran an experiment to see if they existed by approaching a hotel desk, but the staff didn't acknowledge them, leading them to feel like they were losing their mind (2h32m18s).
• The person tried to book a flight out of Boston, but every flight was cancelled, and they sought advice from a spiritual friend who suggested taking a duck boat ride (2h32m39s).
• Despite initial hesitation, the person took the duck boat ride and ended up sitting in a seat that belonged to the narrator, who then told the person to move and began speaking to them directly (2h33m36s).
• The narrator started telling the person stories and sharing philosophical ideas, including a discussion of the importance of humility and recognizing one's place in the universe (2h34m1s).
• The narrator's words had a profound impact on the person, who felt like they were receiving "truth bombs," but the other passengers on the boat seemed to be ignoring the narrator's words (2h34m50s).

A book in the works, the Ugly Duckling Substack, and parting thoughts. (2h42m3s)

• A book is currently being written, with the content sourced from the Ugly Duckling Substack, a free online platform where stories and experiences are shared, with the option to pay for leaving comments (2h42m22s).
• The book is expected to be about philosophy and life lessons, told through personal stories, with the goal of helping readers in some way (2h43m41s).
• The author is about halfway done with the book and encourages the audience to continue supporting and encouraging them to finish it (2h43m18s).
• The Ugly Duckling Substack gets its name from the author's childhood, where their mother would tell them they were ugly and would only be able to find a good partner if they were smart (2h44m20s).
• The author's mother believed that beauty could open doors and manipulate people, but also wanted her children to be smart and self-sufficient (2h44m25s).
• The author took their mother's words to heart, feeling a sense of dysphoria and detachment from their body, but is now overcoming this narrative and finding their own identity (2h45m0s).
• The author is grateful for the conversation and the opportunity to share their stories and vulnerability (2h45m50s).
• The conversation is appreciated, and the author is thanked for their time, stories, and vulnerability (2h46m0s).
• The author's mission and purpose are acknowledged, and their future projects, including dice rolling experiments, are looked forward to (2h46m11s).
• The show notes will include links to the Ugly Duckling Substack and other relevant information (2h46m35s).
• The conversation ends with a message to be kind to oneself and others, and thanks the audience for tuning in (2h47m13s).