Podcasts > The Tim Ferriss Show > #780: Cyan Banister — From Homeless and Broke to Top Angel Investor (Uber, SpaceX, and 100+ More)

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

By Tim Ferriss: Bestselling Author, Human Guinea Pig

In this episode of The Tim Ferriss Show, Cyan Banister shares her unconventional path from homelessness to becoming a top angel investor in companies like Uber and SpaceX. Despite facing challenges like homelessness and family instability from a young age, Cyan developed resilience and resourcefulness, which shaped her unique perspective and ability to identify promising opportunities that others dismiss.

The summary explores Cyan's investment approach, driven by keen observation, unconventional thinking, persistence, and intuitive decision-making grounded in personal values. It also delves into Cyan's spiritual transformation following a near-fatal stroke, which led her to embrace concepts like synchronicity, interconnectedness, and the relinquishing of control through practices like dice-rolling.

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

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

1-Page Summary

Cyan's Unconventional Path

Early Life Challenges

Cyan experienced homelessness and family instability from a young age. Sanger-Katz notes Cyan's mother had difficulty keeping children past age 13, leading to Cyan's intermittent and eventual permanent homelessness at 15. Despite adversity, Cyan developed resilience and resourcefulness, becoming a ward of the state and learning survival skills like selling handmade jewelry.

Unique Perspective

Cyan's upbringing shaped her empathy and awareness of prejudice as a minority on the Navajo reservation. Navigating homelessness instilled in her a proactive, problem-solving mindset, exemplified by her making money selling possessions to college students.

Investment Approach

Spotting Opportunities

Cyan honed an eye for promising tech opportunities through keen observation and unconventional thinking. Her first encounter with Chris Collins sparked her fascination with the internet's possibilities. Sanger-Katz highlights how Cyan's impression of Travis Kalanick's demeanor led her to invest early in Uber, and her insights into gaming helped her recognize Niantic's potential before Pokémon Go's success.

Background-Driven Resilience

Cyan's background taught her persistence, with Sanger-Katz noting she saw rejections as challenges to overcome, not dead-ends. Experiences like selling necklaces fostered her ability to handle rejection and find new opportunities.

Intuitive Decision-Making

Relying on gut instinct, Cyan makes bold investments others dismiss, like her swift action on UberCab based on her impression of Kalanick. Her approach is guided by personal values of joy, service, and ending poverty.

Spiritual Transformation

Stroke as Catalyst

After a near-fatal stroke, Cyan had a renewed appreciation for life's simple joys. Sanger-Katz describes how this brush with death prompted Cyan to explore alternative healing like meditation and hallucinogens, marking her spiritual awakening.

New Cosmic Perspective

Cyan's newfound spirituality made her view reality through synchronicity and intuition, with Sanger-Katz highlighting her embracing of randomness through practices like dice-rolling to relinquish ego and control. Mystical encounters reinforced Cyan's belief in interconnectedness.

1-Page Summary

Additional Materials

Counterarguments

  • While resilience and resourcefulness are valuable traits, it's important to acknowledge that not all individuals facing homelessness can overcome their circumstances, and systemic support is crucial.
  • Empathy and awareness of prejudice are important, but they do not automatically translate into success or effective decision-making in business or investments.
  • Survival skills like selling handmade jewelry are commendable, but they may not be scalable or applicable to larger economic contexts.
  • A proactive, problem-solving mindset is beneficial, but it may not always be sufficient for complex challenges that require specialized knowledge or resources.
  • Selling possessions to college students indicates entrepreneurial spirit, but it's a limited business model and doesn't necessarily indicate broader business acumen.
  • Keen observation and unconventional thinking are useful, but successful tech investment often also requires deep industry knowledge and analytical skills.
  • Early recognition of companies like Uber and Niantic is impressive, but it's also important to consider the role of luck and timing in such investments.
  • Persistence and resilience are key to overcoming rejections, but it's also important to recognize when persistence may not be the best strategy and when to pivot or let go.
  • Relying on gut instinct can lead to bold and successful investments, but it can also result in significant biases and errors without proper due diligence.
  • Personal values are important, but investment decisions should also be based on rigorous analysis and consideration of market trends and financial performance.
  • Alternative healing and spiritual awakenings are personal experiences, and their effectiveness or impact on decision-making may not be universally applicable or scientifically supported.
  • Viewing reality through synchronicity and intuition can be limiting and may overlook the importance of empirical evidence and rational analysis.
  • Embracing randomness and relinquishing control can be seen as a lack of strategy and may not be advisable in situations that require careful planning and risk management.
  • Belief in interconnectedness is a philosophical viewpoint, but in business and investment, it's also important to focus on individual accountability and measurable outcomes.

Actionables

  • You can develop resilience by setting up a "challenge of the day" where you intentionally put yourself in a mildly uncomfortable situation to build your coping skills. For example, try taking a cold shower, fasting for a day, or navigating a new route without GPS to strengthen your adaptability and resourcefulness.
  • Enhance your empathy and awareness of social issues by volunteering with organizations that work with marginalized communities. By spending time serving at a local shelter or tutoring children from underprivileged backgrounds, you'll gain firsthand insight into the challenges they face and cultivate a deeper understanding of diversity and inclusion.
  • Cultivate your intuition for decision-making by keeping a "gut reaction" journal where you record initial instincts about people, decisions, or investments. After making a note of your gut feeling, follow up with the actual outcome to track the accuracy of your instincts over time, which can help you trust your intuition more in future decisions.

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

Cyan's unconventional upbringing and early life challenges

Cyan's story is one marked by resilience and adaptability in the face of considerable adversity. Her early life on the Navajo reservation and experiences with homelessness and family instability entrenched in her a deep sense of resourcefulness and a unique outlook on life.

Cyan was raised on the Navajo reservation and experienced homelessness and family instability as a teenager

Cyan's mother had difficulty keeping children in the home past age 13, leading to Cyan's intermittent and eventual permanent homelessness at age 15

Cyan's familial troubles began early; her sibling was abruptly taken away, and subsequently, Cyan herself faced being kicked out multiple times during her mother's contentious divorce and career change. This pattern of conflict led to Cyan's intermittent homelessness at age 13 and permanent homelessness by age 15.

Cyan became a ward of the state of Arizona and was forced to fend for herself, developing resourceful skills like selling jewelry and scavenging for food

After her mother left her with nothing but a $20 bill, Cyan was forced to fend for herself, selling necklaces and learning survival tactics such as using free coffee creamers for nutrition. She became a ward of the state, but this status hindered her ability to find work or accommodation due to legal constraints, forcing her to live by stringent rules and develop a scrappy, proactive approach to survival.

Cyan's early life experiences shaped her resilience, adaptability, and unconventional perspective

Experiencing discrimination and social exclusion as a minority on the reservation taught Cyan empathy and awareness of bias

Identifying as white on the Navajo reservation, Cyan faced bullying and name-calling as she grew older, which taught her about prejudice and made her hyper-aware of such biases in adulthood. This discrimination shaped her empathy towards others facing similar issues.

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Cyan's unconventional upbringing and early life challenges

Additional Materials

Actionables

  • You can foster empathy by volunteering at a local shelter or food bank to better understand the challenges faced by individuals like Cyan. By directly interacting with those who have experienced homelessness or instability, you gain a deeper appreciation for their resilience and resourcefulness, which can inspire you to adopt a more empathetic and proactive approach in your own life.
  • Develop adaptability by setting yourself a 'survival week' challenge where you live on a minimal budget and resources. This exercise will push you to think creatively and resourcefully, much like Cyan did, and can help you appreciate the value of simple solutions and the importance of adaptability in everyday life.
  • Enhance your problem-solving s ...

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

Cyan's approach to sourcing and evaluating tech investments

Cyan has honed her ability to spot promising tech opportunities through her unique background and an instinctive, value-driven approach to investment. Her story of evolution from a homeless youth to an astute investor exemplifies resilience, keen observation, and making unconventional connections.

Cyan developed a keen eye for spotting promising tech opportunities through keen observation and unconventional connections

Cyan's journey began on the streets, where she first met Chris Collins while selling her stenciled, spray-painted clothing. This encounter sparked her interest in technology and the possibilities of the internet. Being homeless, Cyan learned to see rejections not as dead-ends but as challenges to overcome. She built resilience and learned the art of perseverance through selling necklaces on the streets and working in telemarketing.

Cyan's ability to notice intricate details and spot patterns that others miss played a crucial role in her investment decisions. For instance, when she observed Travis Kalanick in a hot tub, his demeanor struck her as remarkable. This impression was fortified after a dinner where Kalanick discussed his UberCab idea, which she later invested in, seeing it as a sign from the universe. Similarly, her observation of emails about the game Ingress led her to recognize its potential and invest early in Niantic, which would eventually release the wildly successful game Pokémon Go.

Another testament to Cyan's unconventional tactics came when she noticed Garrett Langley’s phone tethered to hotel Wi-Fi under his real name. Using her security background and intuition, she secured the last allocation in the investment round for Flock Security, a deal valued at over $6 billion.

Cyan's background as a homeless youth taught her to be resourceful and persistent in pursuing opportunities

Cyan’s personal experiences taught her the value of tenacity and seeing beyond the immediate 'no.' She believes that these rejections had wiggle room, which she navigated with different approaches until finding a path to 'yes.' Selling necklaces and telemarketing honed her ability to handle rejection and turn it into motivation for finding the next opportunity.

Cyan's ability to make unexpected connections and see patterns others miss, like with Uber and Niantic, allowed her to get early access to high-growth investments

Cyan's keen observation of Travis Kalanick and her realization of UberCab’s potential were based on unconventional but telling signals that she interpreted as indications of future success. Similarly, her insights into the gaming industry allowed her to recognize the potential of Niantic and act on it before others caught on, highlighting her knack for timing and spotting high-growth investments before they became obvious to the market.

Cyan adheres to an unconventional, intuitive decision-making process for investments

Recognizing that rejections are just suggestions, Cyan's approach to investment is driven by observation, gut instinct, and a deep personal ethos.

Cyan relies on her gut instinct and willingness to take risks on founders and ideas that others dismiss

...

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Cyan's approach to sourcing and evaluating tech investments

Additional Materials

Counterarguments

  • While keen observation and unconventional connections can be beneficial, they may also lead to confirmation bias, where an investor sees only what supports their preconceived notions and misses contradictory evidence.
  • Resourcefulness and persistence are valuable traits, but they must be balanced with strategic thinking and due diligence to ensure that persistence does not lead to investing in failing ventures out of sheer stubbornness.
  • Early access to high-growth investments can be advantageous, but it also carries higher risk, as early-stage companies have a higher failure rate, and such an approach may not be suitable for all investors.
  • An unconventional, intuitive decision-making process can sometimes overlook the importance of data-driven analysis and may not always be replicable or scalable across different investment opportunities.
  • Relying on gut instinct can lead to great successes, but it can also result in significant losses if the instinct is wrong. It's important to complement intuition with thorough research and risk assessment.
  • While it is commendable to ali ...

Actionables

  • You can develop your observational skills by keeping a daily journal of patterns and connections you notice in your environment. Start by writing down at least three unique observations each day, such as how certain weather patterns affect people's behavior or how different industries might intersect in unexpected ways. Over time, this practice can sharpen your ability to spot trends and opportunities that others might overlook.
  • Enhance your decision-making by creating a 'values chart' that lists your core values and how potential opportunities align with them. For each opportunity that comes your way, score it against your values chart to see how well it matches. This method helps you make decisions that are not only intuitive but also deeply rooted in what's important to you, leading to more fulfilling and aligned choices.
  • Build resilience and resourcefulness by setting yourself a '30-day ch ...

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

Cyan's spiritual transformation and worldview

Cyan Banister's life forever shifted after a combination of a stroke and a profound spiritual experience that led her to explore esoteric philosophies and question life on a deeper level.

Cyan's brush with death from a stroke led her to deeply examine her existential beliefs and embark on a spiritual awakening

After experiencing "the worst headache of her life," Cyan Banister's youthful appearance misled doctors into initially treating her symptoms as a migraine, despite them being signs of a stroke. Caught in the throes of deep venous sinus thrombosis in the brain, Cyan was only correctly diagnosed when her condition escalated to a point where she could not stand and suffered double vision. The gravity of her affliction became the catalyst for a significant shift in her outlook on life.

Following her hospital discharge, a daunting confrontation with mortality made Cyan recognize and relish life's simpler pleasures. Whether it was the warmth of sunlight or the freshness of the air, the most mundane aspects of existence now moved her to tears.

Cyan’s journey through her trauma and suffering pushed her toward therapeutic outlets not usually found in conventional settings. Alongside therapy, she sought solace in meditation and psilocybin, exploring non-traditional avenues for healing.

Cyan's near-death experience made her more appreciative of life's simple joys and attuned to the "magic" or unseen forces in the world

Cyan describes a pivotal movie viewing that was accompanied by an unusual energetic sensation emanating from her spine, an event she felt had a palpable impact on everyone present. This episode marked the beginning of her attunement to forces previously unnoticed, likely influenced by the stroke she encountered shortly after.

This spiritual awakening was characterized by a disintegration of the ego and the blossoming of intuitive knowledge, such as premonitions and an ability to predict what others would say before they said it. These profound changes made Cyan view the world and her place within it as a part of a much larger and more magical whole.

Her newfound spirituality transformed the way she interacted with her environment. Cyan began to view reality through a lens of synchronicity and intuition, indicating an openness to guideposts from the universe, which sometimes manifested in the form of mystical encounters or offerings from strangers. This led Banister to embrace elements of randomness in her daily existence.

Cyan now views the world through a lens of synchronicity, intuition, and the belief that we are all part of a "bigger whole"

The ethos of Cyan's life became one of connectivity and unity with the cosmos. Her explorations into esoteric philosophy, particularly the works of Aleister Crowley, resonated with her, seeming to unveil truths about the essence of life. She began to engage in practices such as meditation, Tibetan throat singing, and chanting, which solidified her belief in being part of something far more profound than her individual existence.

Cyan embraces randomness and dice-rolling as a way to stay present, open to possibility, and let go of ego-driven decision making

Cyan adopted dice-rolling as an essential component of her daily life to foster presence and open herself to the ...

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Cyan's spiritual transformation and worldview

Additional Materials

Counterarguments

  • Skepticism about the efficacy of unconventional healing methods:
    • There is limited scientific evidence supporting the effectiveness of psilocybin and meditation for stroke recovery.
  • Concerns about the reliability of intuitive knowledge and premonitions:
    • Intuitive knowledge and premonitions are subjective and can be prone to confirmation bias.
  • The potential risks of embracing randomness in decision-making:
    • Relying on dice-rolling for decisions could lead to negative consequences if not done within a framework of responsible decision-making.
  • The challenge of distinguishing between coincidence and synchronicity:
    • What one person may interpret as synchronicity could simply be a series of coincidences without deeper meaning.
  • The difficulty in validating spiritual experiences:
    • Spiritual experiences are deeply personal and cannot be objectively measured or verified.
  • The balance between spirituality and practicality:
    • While spirituality can provide comfort and meaning, it is also important to address practical aspects of life and not solely re ...

Actionables

  • You can create a "randomness ritual" by using a deck of cards each morning to decide on a small, non-routine action to take that day. For example, assign a different activity to each suit, such as calling a friend for hearts, taking a new route to work for spades, trying a new food for diamonds, and reading a random article for clubs. Draw a card and let the suit guide your action, helping you embrace unpredictability and stay open to new experiences.
  • Start a "joy journal" where you write down three simple pleasures you encounter each day, like the warmth of the sun or a pleasant conversation. This practice can heighten your awareness of life's small joys and cultivate gratitude, potentially leading to a more conscious and engaged way of living.
  • Engage in ...

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