Podcasts > The Tim Ferriss Show > #777: Derek Sivers, Philosopher-Entrepreneur — The Greatest Year of His Life

#777: Derek Sivers, Philosopher-Entrepreneur — The Greatest Year of His Life

By Tim Ferriss: Bestselling Author, Human Guinea Pig

In this episode of The Tim Ferriss Show, guest Derek Sivers reflects on how embracing new perspectives and challenging assumptions has shaped his growth. Sivers shares how initially disliking coffee, Python, and pet rats evolved into appreciating each through direct experiences that broadened his worldview.

Sivers discusses influential thinkers whose unconventional ideas, from separating "simple" and "easy" to analyzing how inequality fosters great restaurants, led him to question core assumptions in computing and beyond. The episode also explores Sivers' mission to transform the translation process to better preserve nuance and author intent through innovative, crowdsourced methods that align with his own writing standards.

#777: Derek Sivers, Philosopher-Entrepreneur — The Greatest Year of His Life

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#777: Derek Sivers, Philosopher-Entrepreneur — The Greatest Year of His Life

1-Page Summary

Derek's Growth and Changing Perspectives

Derek Sivers has consciously shifted his perspectives on topics like coffee, programming languages, and pet ownership by being open to new experiences that challenge his assumptions.

Initial Dislikes Evolve

Initially averse to coffee, Derek came to enjoy the distinct Emirati style. Despite resisting Python for its similarity to Ruby, he grew to appreciate its elegance. And after once viewing rats as pests, he now cherishes his pet rats due to his son's influence.

As Sivers says, he deliberately seeks out experiences outside his comfort zone, like traveling to Dubai despite initial aversion, to expand his worldview. He values trying unconventional approaches and embracing discomfort as a path to insights and personal growth.

Studying Influential Thinkers

Derek admires thinkers like programmer Rich Hickey and economist Tyler Cowen for offering perspectives that challenge convention.

Rich Hickey's Ideas

Hickey's distinction between "simple" and "easy" inspired Derek's thinking on simplicity vs. complexity beyond software, such as life choices like marriage.

Tyler Cowen's Insights

Cowen's analysis of how income inequality dynamics can foster great restaurants gave Derek a novel economic lens.

While not necessarily agreeing with their final artistic output, Sivers is still drawn to provocative figures like Brian Eno and John Cage for how they inspire creative thinking by questioning core assumptions.

Improving Translations

Derek aims to transform the translation process for his works to preserve nuance, even if it defies industry norms.

Current Limitations

Per Derek, the translation industry's incentives lead to just "good enough" results rather than capturing the original work's essence and intent that authors value.

Innovative Approach

To elevate translation quality, Derek proposes iterative crowdsourced translations where readers vote, rewarding winning revisions financially. He acknowledges challenges like incentivizing top translators initially but remains committed to innovative solutions matching his writing standards.

1-Page Summary

Additional Materials

Counterarguments

  • While embracing new experiences can lead to personal growth, it's also important to recognize the value of maintaining certain consistent principles or preferences that define one's identity.
  • Enjoying Emirati coffee might be a matter of acquired taste rather than a significant shift in worldview.
  • Appreciating Python's elegance after resisting it could be seen as a natural progression of a programmer's journey rather than a profound change in perspective.
  • The change of heart regarding pet rats could be more about personal circumstances, such as the influence of his son, rather than a deliberate challenge to his comfort zone.
  • Seeking discomfort for growth is a valuable approach, but it's also important to balance it with self-care and not to romanticize discomfort unnecessarily.
  • While Rich Hickey's distinction between "simple" and "easy" is thought-provoking, it might not always apply outside of software development, and there could be contexts where complexity is necessary or beneficial.
  • Tyler Cowen's insights on income inequality and restaurants might oversimplify complex socioeconomic issues and not account for the negative aspects of inequality.
  • Being inspired by provocative figures is subjective, and what is inspiring to one person might not be to another; there's also a risk of valuing provocation over substance.
  • The idea of transforming the translation process is innovative, but crowdsourced translations might not always lead to higher quality due to the potential lack of expertise among participants.
  • The proposed translation method could introduce biases based on the preferences of the majority, potentially marginalizing minority interpretations.
  • Incentivizing top translators through crowdsourcing could lead to a focus on popularity over accuracy or fidelity to the original text.
  • While seeking innovative solutions is commendable, traditional translation methods have evolved over time and may still be the most effective in certain contexts.

Actionables

  • You can diversify your daily routine by incorporating one activity from a different culture each week to broaden your perspectives. Start by researching a cultural practice that's unfamiliar to you, such as a Japanese tea ceremony or Brazilian capoeira, and integrate it into your week. This could mean preparing a traditional dish, learning a few phrases in another language, or trying out a foreign exercise routine, helping you to appreciate the nuances of diverse lifestyles.
  • Experiment with a new tool or software each month to challenge your problem-solving skills and discover more efficient ways of working. For instance, if you typically use spreadsheets for organizing data, try a project management tool like Trello or Asana for a month to see if it changes your approach to tasks. This practice encourages you to find simplicity in new technologies and can lead to more streamlined workflows.
  • Create a personal "discomfort diary" where you jot down one thing that made you uncomfortable each day and reflect on why it did so. This could be as simple as initiating a conversation with a stranger or trying a food you've always avoided. At the end of the week, review your entries to identify patterns and set a small goal to address one of these discomforts, fostering personal growth through deliberate exposure to uncomfortable situations.

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#777: Derek Sivers, Philosopher-Entrepreneur — The Greatest Year of His Life

Derek's personal growth and changing perspectives

Derek Sivers has demonstrated significant personal growth through deliberate changes in his mindset about various aspects of life including coffee, programming languages, and pet ownership. He has shifted from strong dislike to genuine appreciation in several areas.

Derek has deliberately changed his mind on several topics, including coffee, programming languages, and rats, going from strong dislike to genuine appreciation.

Derek initially disliked coffee but eventually came to enjoy the distinct Emirati style of coffee, overcoming his long-held aversion.

Derek Sivers had never liked coffee despite encouragement to try supposedly excellent brews. While in the United Arab Emirates, he was invited to try their coffee as part of their custom, and to his surprise, he enjoyed the Emirati coffee, marking a change in his taste. He learned that only a few places, like Batil in Dubai, make real Emirati coffee. Derek reached out to his host to learn more about the coffee, showing a newfound interest and appreciation for it. At 55, Derek had hated coffee his whole life until he encountered the distinct Emirati style which he now enjoys.

Derek spent years resisting the Python programming language, viewing it as too similar to his preferred Ruby, but eventually recognized Python's elegance and beauty, demonstrating his willingness to challenge his own biases.

Originally fluent in Ruby, Derek shunned Python for years due to its similarities with Ruby and his prejudice against it. Upon finally exploring Python, he was amazed by its beauty, overhauling a 20-year-old opinion and embracing its use in his work.

Derek initially saw rats as pests to be eliminated but changed his perspective after his son proposed getting pet rats, leading Derek to discover their affectionate and trainable nature, and now he cherishes his pet rats.

Derek used to live in a basement with a rat problem, and he hated the pests. When his son asked for a pet rat, Derek was initially dismissive but eventually learned about their trainability and affectionate nature. He now loves the pet rats he has with his son and delights in their presence, displaying personal growth and a shift in perspective.

Derek embraces opportunities to challenge his own assumptions and preconceptions, viewing it as a path to personal growth and a fuller life.

Derek deliberately sought out experiences and perspectives that were outside his comfort zone, such as traveling to Dubai despite initial strong aversion, in order to expand his worldview.

Derek actively seeks out experiences that force him to question his beliefs. For example, his visit to Dubai, despite an initial aversion, helped him appreciate the cultural melting pot of the city and alter any misconceptions he had.

Derek sees value in trying unconv ...

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Derek's personal growth and changing perspectives

Additional Materials

Counterarguments

  • While personal growth is commendable, it's important to recognize that not all changes in perspective necessarily lead to objective improvement; some may simply reflect a shift in personal preference or circumstances.
  • Enjoying a specific style of coffee, like the Emirati one, doesn't necessarily indicate a broad change of mind about coffee in general; it could be an exception rather than a rule.
  • Appreciating the elegance and beauty of Python after years of resistance might be seen as a positive change, but it could also suggest a potential bias or reluctance to explore new tools that could have been beneficial earlier.
  • Changing one's view on rats from pests to cherished pets is a significant shift, but it may not translate to a universal change in attitude towards all animals traditionally seen as pests.
  • Actively seeking discomfort and new experiences can lead to personal growth, but it's also important to acknowledge the value of comfort, stability, and deepening existing knowledge and skills.
  • While unconventional approaches can provide new insights, they can also be inefficient or impractical in certain contex ...

Actionables

  • You can broaden your taste palette by organizing a monthly "Flavor Exploration" dinner with friends, where each person brings a dish or beverage from a different culture that they've never tried before. This encourages you and your friends to step out of your culinary comfort zones together, making the experience of trying new foods more enjoyable and less intimidating.
  • Start a "Skill Swap Saturday" with your community where individuals teach each other skills they're passionate about, ranging from knitting to basic coding. This not only helps you appreciate the value in skills you might have previously dismissed but also fosters a sense of community and shared learning.
  • Create a "Comfort Zone Challenge" jo ...

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#777: Derek Sivers, Philosopher-Entrepreneur — The Greatest Year of His Life

Derek's study of notable thinkers and their ideas

Derek Sivers has a keen interest in thinkers who push the boundaries of conventional wisdom and challenge standard perspectives, targeting innovators like Rich Hickey and economists such as Tyler Cowen.

Derek is fascinated by thinkers who challenge conventional wisdom and offer lateral, creative perspectives, such as programmer Rich Hickey and economist Tyler Cowen.

Derek's admiration for the work of Rich Hickey, the creator of the Clojure programming language, shines through in his reference to a talk by Hickey titled "Simplicity Matters" or "Simple vs Easy," available on YouTube. Hickey makes a distinction between what is "simple" and what is "easy," with the former being standalone and not intertwined with other things, and the latter being within reach or skill set. Hickey posits that aiming for simplicity, although more demanding, ultimately yields systems that are more maintainable and adaptable compared to the false convenience that leads to complexity.

Tyler Cowen's analysis on income inequality and its propensity to foster high-quality dining experiences intrigued Derek. Cowen suggests that regions with significant income disparities create an ideal market for top-tier restaurants, where wealthy patrons can afford lavish meals while a workforce with lower income demands makes such ventures practicable. Derek considers this insight a "brilliant connection," indicative of his appreciation for unorthodox ways of understanding economic and social circumstances.

Rich Hickey's distinction between "simple" and "easy" in software design has influenced Derek's thinking about simplicity and complexity in life.

Derek shows how Hickey’s perspective has broadened his understanding of simplicity and complexity beyond software, contemplating how choices like marriage, having children, or adopting technology might complicate life. He concludes that foundational knowledge can help maintain simplicity in life, bypassing frequently complex high-level frameworks.

Tyler Cowen's analysis of how the dynamics of income inequality can foster great restaurants has provided Derek with a novel lens for understanding economic and social phenomena.

Derek's engagement with Cowen’s unconventional economics extends to considering the global implications of how societal structures shape cultural offerings, such as culinary arts.

Derek seeks to emulate the thought processes of thinkers he admires, even when he doesn't fully agree with their conclusions.

Derek holds musicians like Brian Eno and John Cage in high regard for their transformative thinking, inspiring his website, musicthoughts.com, while acknowledging that he doesn’t necessarily concur with their final artistic products. These artists provoke thought as Eno’s recording studio provocations and Cage's experimental compositions challenge fundamental preconceptions of music and artistic creation.

Derek is drawn to figures like Brian Eno and John Cage, who questioned core assumptions about art and music, as a way to ...

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Derek's study of notable thinkers and their ideas

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Counterarguments

  • While challenging conventional wisdom can lead to innovation, it can also sometimes disregard the value of established knowledge and practices that have been refined over time.
  • The distinction between "simple" and "easy" might not always be clear-cut in practice, and what is simple in theory can become complex in application due to unforeseen variables.
  • Tyler Cowen's analysis linking income inequality to high-quality dining experiences could be criticized for potentially glamorizing or trivializing the negative impacts of income inequality on society.
  • Emulating the thought processes of admired thinkers without agreeing with their conclusions might lead to a lack of coherent philosophy or a fragmented approach to problem-solving.
  • Being inspired by artists like Brian Eno and John Cage for their process rather than their output could lead to ...

Actionables

  • You can explore the concept of simplicity in your daily routines by identifying one task each week that feels overly complex and brainstorming ways to streamline it. For example, if organizing your emails is time-consuming, you might try batching them into categories or setting specific times to check your inbox, thus applying the principle of simplicity to improve efficiency.
  • Engage with diverse perspectives by reading a book or article once a month from an author whose views differ from your own. If you typically read modern literature, try a classic novel or if you're a fan of classical music, listen to a contemporary genre. This practice can broaden your understanding and appreciation of different approaches, much like immersing yourself in various philosophies.
  • Foster creative thinking by alte ...

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#777: Derek Sivers, Philosopher-Entrepreneur — The Greatest Year of His Life

Derek's focus on improving translations of his work

Derek Sivers is committed to transforming the translation process for his works to ensure quality and nuance are preserved, even if it means defying industry norms and developing unique approaches.

Derek is dissatisfied with the standard translation process, where the incentives often lead to merely "good enough" results rather than exceptional translations that capture the nuance and intent of the original work

Derek detects a misalignment of incentives in the translation industry that prioritize efficiency and cost over the artistry of translation. His observation is that the standard translation process commonly settles for results that are just "good enough" to satisfy market demands but fail to fully capture the essence of the original writing. He indicates that the incentive for translators and publishers is often geared toward adequacy for the purpose of compensation rather than striving for exceptionalism.

Derek recognizes that as an author who has carefully crafted his writing, he has a different set of priorities for translation quality than publishers or translators who are primarily focused on getting the work to market efficiently

Sivers points out the contrast in priorities between authors and the publishing industry. As a meticulous writer, he values translations that reflect the diligent effort he puts into his work. His intention is not merely to access markets but to convey his message accurately and effectively, a goal that often diverges from the industry's focus on time and cost efficiency.

Derek is exploring ideas like a crowdsourced, iterative translation model where readers can vote on the best sentence-level translations, providing financial incentives for continued improvement

In his quest for accurate translations, Derek introduces an innovative translation model that leverages crowdsourcing. His vision is a database where each sentence from his writing starts with a computer-generated translation. Human translators are then invited to enhance these sentences in a competitive, iterative process, where they are financially rewarded for each winning revision, as voted by readers. This approach aims to gradually elevate the translation quality through community engagement and translator motivation.

Derek is committed to ensuring his works are translated with the same level of care and attention he put into writing them, even if it means developing innovative approaches to the translation process

Sivers illustrates his dedication to high-quality ...

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Derek's focus on improving translations of his work

Additional Materials

Clarifications

  • The standard translation process in the industry often prioritizes efficiency and cost over capturing the full essence and nuances of the original work. This focus on meeting market demands can lead to translations that are merely "good enough" but may not fully convey the author's intended message or style. Authors like Derek Sivers, who value precision and artistry in their writing, may find this approach lacking in preserving the integrity of their work. Derek aims to address these shortcomings by exploring innovative translation models that prioritize quality and reader engagement over traditional industry norms.
  • A crowdsourced, iterative translation model involves using a community of individuals to improve translations collaboratively. In this model, initial ...

Counterarguments

  • While crowdsourcing can enhance translation quality, it may also lead to inconsistencies in style and voice, as multiple translators contribute to the same work.
  • The iterative model proposed by Derek might be time-consuming and may not be scalable for larger translation projects or for works that need to be brought to market quickly.
  • Financial incentives for sentence-level improvements could potentially prioritize quantity over quality, as translators might focus on making numerous small changes rather than more substantial, meaningful ones.
  • The success of a crowdsourced translation platform depends heavily on the engagement and skill level of the participating community, which may vary widely and could affect the overall quality of the translation.
  • Professional translators might be reluctant to participate in a competitive, crowdsourced model due to concerns about job security, fair compensation, and the undervaluation of their expertise.
  • Derek's approach, while innovative, may not be easily adopted by the broader translation industry, which operates within established market dynamics and b ...

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