

Ep. 31: RYAN HOLIDAY on Ranch Life, Fostering Discipline, and the Loss of Reading Culture
Ryan Holiday, bestselling author and stoicism advocate, shares insights from his life on a ranch. He discusses fostering discipline and the impact of our declining reading culture. The conversation touches on the trend of relocating to Austin, the balance of urban and rural life, and the interplay of solitude and creativity. Holiday also delves into his reading habits and the evolving definitions of success in writing, emphasizing personal fulfillment over external validation.
01:15:59
Ranch Life Benefits
- Ryan Holiday finds having 40 acres provides freedom and a connection to nature.
- His family takes nightly walks, observing wildlife like deer and coyotes.
Dedicated Workspace
- Create a dedicated workspace free from distractions.
- Move personal items out of your main living space to improve focus and relationships.
Environmental Priming
- Design your environment to prime your mind for the desired mood and work.
- Use art, inspiring quotes, and personal mementos to create a "sacred space."
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Intro
00:00 • 4min
The Great Migration: California to Texas
04:29 • 3min
Balancing Urban and Rural Life
07:45 • 4min
Cultivating Creativity Through Clarity
12:05 • 8min
The Interplay of Solitude and Discipline in Creative Work
20:01 • 3min
Exploring Reading Habits and Writing Insights
23:11 • 15min
The Evolving Landscape of Literary Success
38:39 • 15min
Bridging Academia and Public Discourse
53:45 • 22min

Range
Why Generalists Triumph in a Specialized World
David Epstein
In this book, David Epstein examines the success of generalists in various fields, including sports, arts, music, invention, forecasting, and science. He argues that generalists, who often find their path late and juggle multiple interests, are more creative, agile, and able to make connections that specialists cannot. Epstein uses stories and research studies to show that wide sampling and late specialization can be more valuable than early specialization, especially in complex and unpredictable environments. He also discusses the distinction between 'kind' and 'wicked' learning environments and the importance of balancing specialization with range for long-term success[2][4][5].

Ego is the Enemy
Ryan Holiday
In *Ego Is the Enemy*, Ryan Holiday delves into the concept of ego and its detrimental effects on personal and professional success. The book is divided into three sections: Aspiration, Success, and Failure, each offering valuable lessons and perspectives. Holiday draws on a vast array of stories and examples from literature, philosophy, and history, featuring figures such as George Marshall, Jackie Robinson, Katharine Graham, Bill Belichick, and Eleanor Roosevelt. These individuals achieved great success by conquering their own egos, and their strategies and tactics are presented as models for readers. The book emphasizes the importance of staying grounded, continually learning, and embracing a mindset of growth rather than letting ego hinder development.

The obstacle is the way
Ryan Holiday
In 'The Obstacle Is the Way', Ryan Holiday presents a framework for turning obstacles into successes. Drawing from the philosophy of Stoicism and the writings of Marcus Aurelius, Holiday outlines three disciplines: perception, action, and will. He illustrates these principles with historical anecdotes from figures such as John D. Rockefeller, Amelia Earhart, Ulysses S. Grant, and Steve Jobs. The book emphasizes the importance of perception in shaping one's response to obstacles, the need for intentional and creative action, and the cultivation of will to persist through challenges. Holiday argues that by adopting these Stoic principles, individuals can transform their obstacles into opportunities for growth and success.

Technopoly
The Surrender of Culture to Technology
Nail Postman
In 'Technopoly: The Surrender of Culture to Technology', Neil Postman argues that modern society has transitioned into a 'technopoly', where technology is not just a tool but the central organizing principle of culture. Postman contends that this shift has radical consequences for politics, art, education, intelligence, and truth. He describes how technology has become the primary source of moral authority, leading to a culture that values efficiency and technical calculation over human judgment. The book critiques the pervasive influence of technology on all aspects of life, highlighting issues such as the reduction of truth to data, the dominance of experts in all fields, and the erosion of traditional moral and cultural frameworks[2][4][5].

Lives of the Stoics
The Art of Living from Zeno to Marcus Aurelius
Ryan Holiday
Stephen Hanselman
This book presents the fascinating lives of twenty-six ancient Stoics, from Zeno to Marcus Aurelius, organized in digestible mini-biographies. It vividly brings to life the stories of key Stoic philosophers, such as Seneca, Epictetus, and Cicero, and demonstrates how their philosophies shaped their actions and legacies. The authors intertwine historical context with philosophical insights, making the book both educational and entertaining. It shows how Stoic principles can be applied to modern life, emphasizing virtues like Courage, Justice, Temperance, and Wisdom[1][3][5].

Amusing Ourselves to Death
Public Discourse in the Age of Show Business
Neil Postman
In this book, Neil Postman argues that the contemporary world is more akin to Aldous Huxley's 'Brave New World' than George Orwell's '1984'. Postman contends that television's emphasis on entertainment has led to a decline in rational discourse and the trivialization of politics, education, and religion. He contrasts the print-based culture of the 19th century with the televisual culture of the 20th century, highlighting how the medium of television inherently promotes incoherence and triviality, turning serious information into a form of entertainment.

Atomic Habits
James Clear
Atomic Habits by James Clear provides a practical and scientifically-backed guide to forming good habits and breaking bad ones. The book introduces the Four Laws of Behavior Change: make it obvious, make it attractive, make it easy, and make it satisfying. It also emphasizes the importance of small, incremental changes (atomic habits) that compound over time to produce significant results. Clear discusses techniques such as habit stacking, optimizing the environment to support desired habits, and focusing on continuous improvement rather than goal fixation. The book is filled with actionable strategies, real-life examples, and stories from various fields, making it a valuable resource for anyone seeking to improve their habits and achieve personal growth[2][4][5].

Letters from a Stoic
Seneca
Seneca's "Letters from a Stoic" comprises a collection of personal letters offering practical advice on living a virtuous life according to Stoic principles. Written to Lucilius, a friend and student, the letters cover a wide range of topics, including dealing with adversity, managing emotions, and finding inner peace. Seneca's writing style is engaging and relatable, making complex philosophical concepts accessible to a wider audience. The letters offer timeless wisdom on self-improvement and ethical living. They remain a valuable resource for anyone seeking guidance on navigating life's challenges.

Stillness is the Key
Ryan Holiday
In 'Stillness is the Key', Ryan Holiday explores the concept of inner stillness as a universal principle across different philosophical and religious traditions, including Stoicism, Buddhism, Epicureanism, and more. The book is divided into three sections: stillness of the mind, stillness of the spirit, and stillness of the body. Holiday argues that cultivating stillness allows for better decision-making, increased focus, and a more fulfilling life. He uses anecdotes from historical figures and contemporary examples to illustrate the importance of moderation, patience, and self-awareness in achieving this state of stillness[2][3][5].

Meditations
Marcus Aurelius
Meditations is a series of private writings composed by Marcus Aurelius, one of Rome's greatest emperors, as he struggled to understand himself and make sense of the universe. Written between 170 and 180 CE while on military campaigns, this work combines Stoic philosophy with personal observations on leadership, duty, mortality, and human nature. Through twelve books of intimate thoughts never intended for publication, Marcus Aurelius explores themes of self-improvement, resilience in the face of adversity, and living virtuously while accepting what cannot be changed.

Conspiracy
Ryan Holiday
In 'Conspiracy', Ryan Holiday chronicles the intricate and ambitious plot by Peter Thiel to take down Gawker Media. The book is based on interviews with key players and delves into the strategic and philosophical underpinnings of Thiel's actions. It examines the intersection of power, privacy, and free speech in the digital age, highlighting the ruthless and brilliant tactics employed by Thiel. The narrative transcends a simple tale of a billionaire vs. a media empire, offering insights into the broader implications for culture and society.

Digital Minimalism
Cal Newport
In 'Digital Minimalism', Cal Newport argues that we need to be more intentional about the technologies we allow into our lives. He proposes a philosophy of digital minimalism, where individuals focus their online time on activities that strongly support their values and ignore the rest. The book highlights the negative effects of behavioral addictions created by technology, such as solitude deprivation and the fleeting nature of social media satisfaction. Newport suggests a 30-day 'digital declutter' process and other practices to help readers integrate digital minimalism into their lives, emphasizing the importance of optimizing technology use to support personal goals and values[2][3][5].

What Makes Sammy Run?
Budd Schulberg
Published in 1941, 'What Makes Sammy Run?' is a satirical novel that chronicles the meteoric rise of Sammy Glick, a Jewish boy from New York's Lower East Side who becomes a Hollywood mogul through sheer ambition and ruthlessness. The story is narrated by Al Manheim, a newspaper columnist and screenwriter who is both repulsed and fascinated by Sammy's relentless pursuit of success. The novel explores themes of ambition, the cost of success, and the moral compromises one makes to achieve it. It is known for its candid portrayal of the Hollywood industry and the darker aspects of the American Dream[3][4][5].

So Good They Can't Ignore You
Why Skills Trump Passion in the Quest for Work You Love
Cal Newport
In this book, Cal Newport challenges the conventional wisdom that following one's passion is the key to career happiness. Instead, he argues that passion often follows mastery and that developing valuable skills and expertise is essential for creating work you love. Newport presents four rules: Don't follow your passion, Be so good they can't ignore you, Turn down a promotion, and Think small, act big. He supports his arguments with case studies from various professionals who have found satisfaction in their careers through hard work and skill development.

The Subtle Art of Not Giving a F*ck
Mark Manson
In this book, Mark Manson argues against the typical self-help advice of constant positivity, instead suggesting that life's struggles give it meaning. He emphasizes the need to focus on what truly matters and to accept and confront painful truths. The book is divided into nine chapters and uses blunt honesty and profanity to illustrate its ideas, encouraging readers to find meaning through values they can control and to replace uncontrollable values with more meaningful ones.

Histories
Herodotus
The Histories by Herodotus is a foundational work in Western historical literature. It chronicles the Greco-Persian Wars (499–479 BCE) and provides a comprehensive background on the rise and organization of the Persian Empire. The work is divided into nine books, each named after one of the Muses. Herodotus describes the conflicts between the Greeks and Persians, including key battles such as Marathon, Thermopylae, Salamis, Plataea, and Mycale. He also delves into the cultural, ethnographical, geographical, and historiographical aspects of the civilizations involved, offering a rich tapestry of historical and mythological narratives. Despite some criticisms for including legendary accounts, much of Herodotus's work has been validated by modern historians and archaeologists[1][2][3].

Deep Work
Rules for Focused Success in a Distracted World
Cal Newport
In 'Deep Work', Cal Newport argues that the ability to perform deep work—professional activities in a state of distraction-free concentration—is becoming increasingly valuable in our economy. The book is divided into two parts: the first part explains why deep work is valuable, rare, and meaningful, while the second part presents four rules to transform your mind and habits to support this skill. These rules include 'Work Deeply', 'Embrace Boredom', 'Quit Social Media', and 'Drain the Shallows'. Newport provides actionable advice and examples from various successful individuals to help readers master the skill of deep work and achieve groundbreaking results.

The 4 Hour Workweek
Timothy Ferriss
In 'The 4-Hour Workweek', Timothy Ferriss presents a step-by-step guide to 'lifestyle design', encouraging readers to question the traditional notion of retirement and instead create a lifestyle that prioritizes freedom, adventure, and personal growth. The book teaches how to outsource life tasks, automate income, and eliminate unnecessary work using principles like the 80/20 rule and Parkinson’s Law. Ferriss shares his personal journey from a corporate workaholic to a location-independent entrepreneur and provides practical tips and case studies to help readers achieve similar results. The book emphasizes the importance of focusing on high-value activities, taking 'mini-retirements', and living life to the fullest in the present rather than deferring enjoyment until retirement.

The Last Picture Show
larry mcmurtry
The Last Picture Show is a semi-autobiographical novel by Larry McMurtry, set in the small town of Thalia, Texas, from November 1951 to October 1952. The story follows high school seniors Sonny Crawford and Duane Jackson as they navigate the complexities of adolescence, love, and loneliness. The town, symbolizing a fading America, is characterized by boredom and desolation, with the local pool hall, diner, and picture show being the main gathering places. The novel explores themes of isolation, connection, and the decay of small towns, while also delving into the characters' personal struggles and sexual explorations[3][5].
In this episode of Deep Questions we try something a little different: our first guest!
Bestselling author Ryan Holiday joins me to help answer reader questions, as well as more than a few queries from me. We cover a variety of topics, including his life as a writer living on a ranch, how he fosters discipline, the impact of our diminishing reading culture, and why everyone keeps trying to get me to move to Austin.
Be sure to check out Ryan's new book: LIVES OF THE STOICS (https://dailystoic.com/preorder).
To submit your own questions for the show, sign up for my mailing list at calnewport.com.
You can submit audio questions at https://www.speakpipe.com/CalNewport
Thanks to listener Jay Kerstens for the intro music.