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Ryan Holiday

Mentioned in 57 analyzed podcast episodes across 10 shows

A prolific author and leading contemporary expert on Stoic philosophy, he is best known for books including *The Obstacle Is the Way*, *Stillness is the Key*, and *Wisdom Takes Work*, which apply ancient wisdom to modern challenges. He hosts and frequently appears on The Daily Stoic Podcast, where he discusses practical applications of Stoic principles alongside prominent guests. Podcasts feature him for his accessible approach to philosophy, recommendations on leadership and ego management, and ability to frame obstacles as opportunities for growth.

Episode Appearances

The Daily Stoic

The Daily Stoic · May 19, 2026

They Give You Direction for Life | The Stoic Secret to Finding Real Joy

Host of The Daily Stoic Podcast, introduced the episode and provided context on Seneca's letter

Stoic virtues: courage, temperance, justice, wisdomPleasure versus joy distinction in philosophySelf-deception and flattery as barriers to growth
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The Daily Stoic

The Daily Stoic · May 17, 2026

How To Think Better in the Age of AI (From the Stoics)

Host discussing Stoic philosophy and critical thinking; author of books on Stoicism and wisdom

Critical thinking in the age of AIFirst principles thinking methodologyIntellectual humility and ego management
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The Daily Stoic

The Daily Stoic · May 16, 2026

Gavin Newsom on Ego, Power, and Stoicism

Host and Stoic philosophy expert discussing classical texts and modern applications

Stoic Philosophy and Marcus AureliusLeadership Ethics and Character DevelopmentYoung Men's Crisis and Institutional Decline
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The Daily Stoic

The Daily Stoic · May 14, 2026

How Much Is Left? | The Stoic Protocol for Your Next Zoom Call

Host of The Daily Stoic podcast discussing Stoic philosophy applications to modern workplace challenges.

Stoic protocols for virtual meetingsZoom call anxiety and frustration managementRemote work communication best practices
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Young and Profiting with Hala Taha (Entrepreneurship, Sales, Marketing)

Young and Profiting with Hala Taha (Entrepreneurship, Sales, Marketing) · May 13, 2026

Dr. John Delony: The Mental Health Crisis Silently Destroying Entrepreneurs | Mental Wealth Series | E2

Referenced for framework on mindfulness as the space between stimulus and response

Anxiety as biological signal vs. mental disorder diagnosisWhite-knuckling and burnout in entrepreneurshipMale socialization and emotional suppression crisis
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The Daily Stoic

The Daily Stoic · May 13, 2026

The Stoic Code General Mattis Lives By

Host and Stoicism expert discussing application of ancient philosophy to modern leadership and democracy

Stoic Philosophy in Modern LeadershipCivic Duty and Democratic ParticipationSelf-Mastery and Emotional Regulation
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The Daily Stoic

The Daily Stoic · May 13, 2026

This Is Inseparable From Living a Good Life

Host discussing the Stoic Virtue Series and interconnectedness of the four virtues

Stoic philosophy and virtue ethicsCourage as foundational virtueDiscipline and temperance
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Beyond The Prompt - How to use AI in your company

Beyond The Prompt - How to use AI in your company · May 13, 2026

You Can't Outsource Wisdom: Bestselling Author Ryan Holiday on What the Stoics Have to Say About AI

Guest discussing Stoic philosophy, wisdom, and AI's role in modern business and personal life

Stoic Philosophy and Modern BusinessAI as Thought Partner vs. ReplacementOutsourcing Wisdom and Judgment
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The Daily Stoic

The Daily Stoic · May 12, 2026

No, This Is The Mission | Kindness Is Always The Right Response

Host of the podcast discussing Stoic philosophy and personal development through virtue ethics

Stoic philosophy and virtue ethicsObstacle adaptation and mission pivotingNon-violent resistance and civil disobedience
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The Daily Stoic

The Daily Stoic · May 12, 2026

BONUS | Ryan Holiday Responds to Daniel Radcliffe

Host responding to Daniel Radcliffe's book recommendation and providing historical analysis and additional book recommendations

American Imperialism and Colonial HistoryPhilippine-American War and Colonial SubjugationPuerto Rico Medical Experiments and Colonial Treatment
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The Daily Stoic

The Daily Stoic · May 11, 2026

It Can Change Everything | A Real-Life Example of How to Build a Coaching Tree

Episode host; author of 'Right Thing Right Now' with chapter on coaching trees; part of Robert Greene coaching tree

Coaching trees and talent developmentOrganizational culture and values transmissionLeadership through example and embodiment
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The Daily Stoic

The Daily Stoic · May 5, 2026

This is the Part To Love | How a Stoic Deals with Obnoxious People

Host discussing Stoic philosophy and its practical applications to modern life and relationships

Stoic philosophy and practical applicationAmor Fati (loving your fate)Dealing with difficult people and colleagues
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2 Addicts & A Moron

2 Addicts & A Moron · Apr 25, 2026

EP 86: Kenny MF Norton | 2 Addicts & A Moron

Author whose stoic philosophy content provided Kenny with mental health and recovery frameworks

Heroin addiction and recoveryBipolar disorder and mental health management without pharmaceutical interventionOccupational licensing and legal barriers for people with criminal records
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TBPN

TBPN · Apr 24, 2026

Gary Vee Says the Smartest Investors Are Going Analog

Mentioned for introducing Gary to stoicism philosophy and influencing his entrepreneurial mindset

Analog Business Investment OpportunitiesMid-Funnel Marketing StrategyLive Commerce and Social Shopping
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Team Lead Talks

Team Lead Talks · Apr 22, 2026

Rich Robledo: Why Successful Agents Stop Doing Everything Themselves

Author of 'Lives of the Stoics' which Rich reads daily for motivation and philosophical guidance

Team structure and delegation in real estateReal estate agent productivity and time managementClient expectation setting and communication
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Mind Pump: Raw Fitness Truth

Mind Pump: Raw Fitness Truth · Apr 18, 2026

2839: Stop Cutting. Build Instead. The Science of Getting Lean the Right Way.

Author mentioned as having appeared on Mind Pump podcast discussing stoicism; noted as jumping the shark during COVID

Muscle preservation during fat loss and body recompositionCaloric deficit strategy and metabolic adaptationStrength training for women and postpartum fitness
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Impact with Eddie Wilson

Impact with Eddie Wilson · Apr 17, 2026

57 - Stop Waiting for the Breakthrough | The Truth About How Winners Actually Win

Author of 'Ego is the Enemy' mentioned as frequently recommended book alongside Horowitz's work

Silver Bullet Theory in BusinessCompound Effect of Small ActionsIdentity-Based Change vs Strategy Change
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Modern Wisdom

Modern Wisdom · Apr 11, 2026

#1083 - Michael Smoak - 16 Brutal Life Lessons for Ambitious People

Referenced for memento mori coin and stoic philosophy on mortality

Hedonic Adaptation and Arrival FallacyFear of Perception vs. Fear of FailureEmotional Processing and Trauma Healing
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Founder's Story

Founder's Story · Apr 10, 2026

Mark Manson: The Subtle Art of Building a 20 Million Copy Empire | Ep. 337

Fellow blogger-turned-bestselling author; part of generation that built blog audiences before book deals

Content Repurposing at ScaleCreator Economics and Equity PartnershipsTraditional Media vs. Digital Content Distribution
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10% Happier with Dan Harris

10% Happier with Dan Harris · Apr 1, 2026

Modern Life Is Designed to Leave You Empty. Here's the Antidote. | Arthur Brooks

Referenced as world's leading expert in stoicism and practitioner of meaning-making through philosophy

Meaning Crisis in Young AdultsNeurobiological Hemispheric Lateralization and MeaningTechnology Addiction and Dopamine Pathways
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Impact with Eddie Wilson

Impact with Eddie Wilson · Mar 31, 2026

55 - Same Event, Different Life | How to Turn Pain Into Power

Author of 'The Obstacle is the Way,' cited for his work on reframing obstacles as training and growth opportunities

Stoic philosophy and modern leadershipCognitive appraisal and emotional regulationMeaning-making and interpretation of life events
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The Rich Roll Podcast

The Rich Roll Podcast · Mar 30, 2026

Arthur Brooks On The Crisis Of Meaning & How To Actually Find It

Example of person achieving transcendence through study of historic philosophers

Crisis of Meaning in Young PeopleTechnology's Impact on Brain Function and Meaning-MakingLeft Brain vs Right Brain Hemispheric Lateralization
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Office Hours with Arthur Brooks

Office Hours with Arthur Brooks · Mar 2, 2026

How to find your faith

World's leading expert on stoicism in popular culture; practices secular philosophy as alternative to traditional religion

Neuroscience of spiritual experience and brain activation patternsReligious practice as mental health intervention for depression and anxietyTheodicy and cognitive dissonance in faith development across lifespan
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Feel Better, Live More with Dr Rangan Chatterjee

Feel Better, Live More with Dr Rangan Chatterjee · Feb 22, 2026

How to Achieve Anything You Want in Life with Marie Forleo (Re-release) #628

Author of 'The Obstacle is the Way' whose philosophy aligns with Marie's reframing of challenges as learning opportunities

Perfectionism and its mental health consequencesFixed mindset vs growth mindset frameworksSocial media comparison and creative block
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Modern Wisdom

Modern Wisdom · Feb 19, 2026

#1061 - Oliver Burkeman - Why You Can’t Stop Your Productivity Addiction

Author cited for balanced approach to achievement; example of someone who quickly moved past celebrating success to next project

Productivity Culture and AnxietyInsecure Overachiever PsychologyControl vs. Agency in Goal Pursuit
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The Daily Stoic

The Daily Stoic · Feb 12, 2026

Do Not Delay | Dan Harris & Ryan Holiday on The Pursuit of Wisdom

Host and author of Wisdom Takes Work; discusses Stoic philosophy and the four cardinal virtues throughout the episode

Stoic Philosophy and Cardinal VirtuesDefinition and Development of WisdomMemento Mori Practice
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Finding Peak w/ Ryan Hanley

Finding Peak w/ Ryan Hanley · Feb 11, 2026

Gunnar Peterson: It's Sexy to Try

Author of 'Ego is the Enemy'; referenced for framework on ego's destructive role in careers and relationships

Ego Management in Leadership and TeamsIncremental Optimization Philosophy (1% Gains)Cold Plunge and Sauna Recovery Protocols
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10% Happier with Dan Harris

10% Happier with Dan Harris · Feb 11, 2026

Stoic Practices for Getting Rid of Mental Junk, Your Morning Routine, and Talking to the Dead | Ryan Holiday

Stoic philosopher and prolific author discussing wisdom development, virtue, and practical philosophy

Stoic Philosophy and Cardinal VirtuesWisdom Development Through Deliberate PracticeEgo Management and Blind Spot Navigation
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The Daily Stoic

The Daily Stoic · Feb 11, 2026

Stephen Greenblatt: Why “This Time Is Different” Is Always Wrong

Host of The Daily Stoic Podcast; leads discussion on Stoicism, classical philosophy, and contemporary relevance

Shakespeare's use of indirect political commentary in playsMontaigne's intellectual independence during religious conflictSeneca's philosophical writings versus his service to Nero
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Impact with Eddie Wilson

Impact with Eddie Wilson · Feb 10, 2026

48 - You’re Mistaking Noise for Direction | How Stillness Creates Clarity

Author of 'Stillness is the Key,' a Stoic philosophy book that frames stillness as peace, clarity, and self-control

Stillness and clarity in leadershipEgo management and personal developmentDistinguishing noise from direction in business
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Escaping the Drift with John Gafford

Escaping the Drift with John Gafford · Feb 10, 2026

Blindness to Billion-Dollar Vision: How Sean Callagy Is Building the Future of AI

Author of 'The Obstacle Is the Way' recommended as introduction to stoicism

Overcoming Physical Disability and AdversityEmotional Intelligence in AI SystemsAI Safety and Integrity-Based Design
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The Daily Stoic

The Daily Stoic · Feb 9, 2026

You Are Responsible For How They Make You Feel | Watch Over Your Perceptions

Host and author of The Daily Stoic and The Daily Stoic Journal, discussing personal application of Stoic principles

Stoic Philosophy and Emotional ResponsibilityPerception Management and Mental DisciplineAI Privacy and Data Protection
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The Daily Stoic

The Daily Stoic · Feb 8, 2026

Bert Kreischer's Reading List (From Ryan Holiday)

Host and author curating reading list recommendations; owns a bookstore in Bastrop, Texas with office space.

Classic American LiteratureBook Publishing and RejectionReading Habits and Lifetime Learning
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The Daily Stoic

The Daily Stoic · Feb 5, 2026

BONUS | No One Is Coming to Give You Permission

Host and author; discusses his own procrastination patterns, book projects, and philosophy on creative work and deadlines

Procrastination psychology and perfectionism in creative workSelf-directed projects vs. externally-mandated workImposter syndrome and permission-seeking behavior
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The Daily Stoic

The Daily Stoic · Feb 4, 2026

Chuck Klosterman: The NFL Explains More About America Than You Think

Host of The Daily Stoic Podcast who spoke at NFL owners meeting and is discussing stoic philosophy applications

Football's cultural dominance in AmericaTelevision's role in shaping sports popularityGell-Mann Amnesia Effect and media literacy
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Impact with Eddie Wilson

Impact with Eddie Wilson · Feb 3, 2026

47 - Strength Under Control | The Fastest Way to Become a Leader of Leaders

Author whose work on ego Eddie Wilson frequently promotes and references in discussions about ego management in leadership

Leadership Tiers and LevelsEgo Management in Executive LeadershipHumility as a Leadership Competency
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The Daily Stoic

The Daily Stoic · Feb 3, 2026

Do You Have Double What It Takes? | The Source Of Your Anxiety

Host and author of The Daily Stoic; shares personal passport renewal experience to illustrate Stoic principles

Stoic Philosophy and Modern Anxiety ManagementAdversity as Personal Development ToolLocus of Control and Decision-Making
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The Daily Stoic

The Daily Stoic · Feb 2, 2026

BONUS | You Can't Let The Setbacks Win

Host and founder of Daily Stoic who shares personal experience with early-year setbacks (flu, strep throat) and leads the challenge.

Stoic Philosophy and Modern LifeGoal Setting and Resolution FailurePersonal Accountability and Behavioral Change
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The Daily Stoic

The Daily Stoic · Jan 31, 2026

Why Bert Kreischer Thinks He Needs a Stoic Coach

Host of The Daily Stoic podcast; guides conversation about Stoic principles and their practical application to Kreischer's experiences

Stoic Philosophy and Modern SuccessManaging External Validation and Public OpinionSobriety and Lifestyle Change
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The Daily Stoic

The Daily Stoic · Jan 30, 2026

The Age of Catos is Gone (or Is It?) | Ryan Holiday Owes Everything To This One Book

Host and primary speaker; credits Meditations as foundational to his life as writer, father, husband, and thinker

Marcus Aurelius' Meditations as foundational textStoic philosophy core principles and virtuesInternal locus of control and judgment management
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The Daily Stoic

The Daily Stoic · Jan 29, 2026

This is the Day You Start | What Does Living A Virtuous Life Look Like?

Host of The Daily Stoic Podcast; author discussing Stoic philosophy application and conducting interviews on virtue

Stoic virtue in modern civic engagementActive participation vs. passive acceptance in politicsPersonal agency and control in leadership
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The Daily Stoic

The Daily Stoic · Jan 28, 2026

Bert Kreischer Has a Stoicism Problem

Host of The Daily Stoic podcast; author of stoicism books; guides Kreischer through philosophical concepts

Stoic Philosophy and PracticeManaging Emotional Responses to CriticismWork-Life Balance and Sustainable Productivity
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The Daily Stoic

The Daily Stoic · Jan 27, 2026

We Have to Care About the Little Guy | A Stoic Reset for Right Now

Host of episode; author of Daily Stoic and Daily Dad; discusses personal parenting and journaling practice

Stoic virtue of justice and opposition to tyrannyStanding up for vulnerable populations and the marginalizedDistinguishing what is within our control versus outside our control
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The Shawn Ryan Show

The Shawn Ryan Show · Jan 26, 2026

#274 Tim Ferriss - Life-Changing Practical Wisdom Backed by Experience and Science

Author on stoicism; wrote 'The Obstacle Is the Way'; early contributor to Ferriss's blog

Intermittent Fasting and Metabolic HealthFear-Setting Framework for Decision-MakingMorning Pages and Journaling for Mental Clarity
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The Daily Stoic

The Daily Stoic · Jan 26, 2026

Discipline is Doing It Anyway | The Power of Mantra

Episode host discussing personal application of Stoic mantras, including tattoos and journaling practices

Stoic discipline and virtue ethicsMantras and affirmations as cognitive toolsMarcus Aurelius and Meditations philosophy
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The Daily Stoic

The Daily Stoic · Jan 24, 2026

Jaimie Alexander: “I Was Asked If I Wanted to Live or Die”

Host of The Daily Stoic podcast conducting interview with Jaimie Alexander

Alcoholism and High-Functioning AddictionStoic Philosophy and Modern Application12-Step Recovery Programs
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The Rich Roll Podcast

The Rich Roll Podcast · Jan 19, 2026

Reclaim Your Excellence: The Path To A Meaningful & Joyous Life w/ Brad Stulberg

Author and stoic philosopher cited for maintaining equanimity about book success while focused on next project

Values Alignment in Goal SettingProcess Mindset vs. Outcome ObsessionDiscipline and Self-Compassion Integration
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The Diary Of A CEO with Steven Bartlett

The Diary Of A CEO with Steven Bartlett · Jan 2, 2026

Most Replayed Moment: Make 2026 Your Best Year Yet! 5 Daily Practices For Health And Happiness

Author and stoic philosophy expert discussing five daily practices for health, happiness, and applying ancient wisdom to modern life.

Stoic Philosophy and Modern ApplicationLocus of Control and Energy AllocationDaily Physical Challenge and Resilience Building
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Office Hours with Arthur Brooks

Office Hours with Arthur Brooks · Dec 29, 2025

3 Ways to Set Smarter New Year’s Resolutions

Contemporary stoic philosopher and friend of Arthur Brooks; practices device-free first hour of day protocol

New Year's resolutions failure rates and success predictorsApproach goals vs. avoidance goals psychologyMicro-habits and tiny resolutions framework
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Office Hours with Arthur Brooks

Office Hours with Arthur Brooks · Dec 15, 2025

3 Ways to Want Less and Be Happier

Stoicism expert and previous podcast guest whose work on wanting less is referenced.

Dopamine neuroscience and hedonic adaptationSatisfaction as a component of happinessDelayed gratification and struggle as value drivers
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