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Ryan Holiday’s book recommendations in 2026

151 books · 80 episodes · Ryan Holiday’s most recommended books, all years →

Every episode from 2026, newest first

True Freedom Requires This | Two Tasks

The Daily Stoic · 2026-10-23

A Selection from the Discourses of Epictetus with the Encheiridion by Epictetus · discussed · at 3:43

How Much Have You Changed? | Proof That Stoicism Can Change Your Life

The Daily Stoic · 2026-10-22

Meditations by Aurelius Marcus · discussed · at 2:36

10 Stoic Lessons It Took Ryan 10 Years to Understand

The Daily Stoic · 2026-10-21

The Daily Stoic by Ryan Holiday · discussed · at 3:18
Meditations by Aurelius Marcus · discussed · at 3:18
The Obstacle Is the Way by Ryan Holiday · discussed · at 4:35

It Started Small (Who Would Imagine It Would Make This Far?) | Matt Choi’s Daily Stoic Practice

The Daily Stoic · 2026-10-20

The Daily Stoic by Ryan Holiday · discussed · at 8:43

This is How You Die Before Your Time

The Daily Stoic · 2026-10-19

Dying Every Day by James Romm · discussed · at 3:06

The Top 10 Most Popular Passages From The Daily Stoic

The Daily Stoic · 2026-10-18

Meditations by Aurelius Marcus · discussed · at 2:05

Why Grit Isn’t Enough | Angela Duckworth

The Daily Stoic · 2026-10-17

Grit by Angela Duckworth · discussed · at 2:08
Situated by Angela Duckworth · recommended · at 2:16
The Power of Now by Eckhart Tolle · discussed · at 11:53
The Great Good Place by Ray Oldenburg · recommended · at 14:51
The Great Influenza by John M. Barry · discussed · at 22:54
The Virtue of Selfishness by Ayn Rand · discussed · at 1:04:03

Inside Ryan Holiday’s $250K Reading List

The Daily Stoic · 2026-10-16

Meditations by Aurelius Marcus · recommended · at 1:30
Trillion-dollar Coach by Eric Schmidt, Alan Eagle, Jonathan Rosenberg · recommended · at 2:15
What I Learned Losing a Million Dollars by Jim Paul · recommended · at 2:33
Billion Dollar Lessons by Paul Carroll · recommended · at 2:52
How I Built this by Guy Raz, Nils Parker · recommended · at 3:00
Good to Great by Jim Collins · recommended · at 3:19
Unreasonable Hospitality by Will Guidara · recommended · at 3:23
Zero to One by Peter Thiel · recommended · at 3:31
The 22 Immutable Laws of Marketing by Al Ries · recommended · at 3:44
The $100 startup by Chris Guillebeau · recommended · at 4:37
The Lean Startup by Eric Ries · recommended · at 4:49
Thinking in Bets by Annie Duke · recommended · at 4:53
The Hard Thing About Hard Things by Ben Horowitz · recommended · at 5:00
Essentialism by Greg McKeown · recommended · at 5:07
The 33 Strategies of War by Robert Greene · recommended · at 5:15
The 48 Laws of Power by Robert Greene · recommended · at 5:27
The Laws of Human Nature by Robert Greene · recommended · at 5:41
The Art of Seduction by Robert Greene · recommended · at 5:41
Mastery by Robert Greene · recommended · at 5:41
Sailing True North by Admiral James Stavridis USN · recommended · at 6:10
To Risk It All by Admiral James Stavridis, USN · recommended · at 6:10
How to Think Like a Roman Emperor by Donald Robertson · recommended · at 9:24
The Wealth of Nations by Adam Smith · discussed · at 9:58
Thoughts of a Philosophical Fighter Pilot by James B. Stockdale · recommended · at 10:26
Titan by Ron Chernow · recommended · at 11:06
Steve Jobs by Walter Isaacson · recommended · at 11:43
Benjamin Franklin by Walter Isaacson · recommended · at 11:46
Team of Rivals by Doris Kearns Goodwin · recommended · at 12:21
The Fish That Ate the Whale by Rich Cohen · recommended · at 13:01
Shoe Dog by Phil Knight · recommended · at 13:43
Mistakes Were Made (but Not by Me) by Carol Tavris · recommended · at 14:29

The Leaves Are On The Ground

The Daily Stoic · 2026-10-16

Meditations by Aurelius Marcus · discussed · at 1:56

BONUS: Toxic Masculinity, Cancel Culture & Politics

The Daily Stoic · 2026-10-15

Meditations by Aurelius Marcus · discussed · at 1:47

This Is a Very Important Conversation You’re A Part Of | Jaimie Alexander’s Daily Stoic Practice

The Daily Stoic · 2026-10-15

Epictetus by Irwin Edman Thomas Wentworth Higginson · discussed · at 2:16
Meditations by Aurelius Marcus · discussed · at 14:24

You Don’t Get To Do One Last Thing

The Daily Stoic · 2026-10-14

Meditations by Aurelius Marcus · discussed · at 1:56

The Most Important Things You Need To Stop Doing

The Daily Stoic · 2026-10-11

Range by David J. Epstein · recommended · at 7:24

The New Gilded Age: Are We Repeating the Gold Rush? | Nathaniel Philbrick

The Daily Stoic · 2026-10-10

In the Heart of the Sea by Nathaniel Philbrick · discussed · at 1:21
Mayflower by Nathaniel Philbrick · discussed · at 1:29
Travels with George by Nathaniel Philbrick · discussed · at 1:34
The Rush by Nathaniel Philbrick · discussed · at 1:40

Not Everyone Is Lucky Enough To Do This | 9 Core Stoic Beliefs

The Daily Stoic · 2026-10-09

Meditations by Aurelius Marcus · discussed · at 26:07

BONUS | A Selfish Reason To Be Good

The Daily Stoic · 2026-10-07

Meditations by Aurelius Marcus · discussed · at 1:33
On Anger by Aubrey Stewart · discussed · at 1:51

How to Get the Most Out of Reading (A Stoic Guide)

The Daily Stoic · 2026-10-07

Grant by Ron Chernow · recommended · at 5:43
Hamilton by Ron Chernow · recommended · at 5:43
The Power Broker by Robert A. Caro · recommended · at 6:02
The passage of power by Robert A. Caro · recommended · at 6:19
Lives of the Eminent Philosophers by Diogenes Laertius · recommended · at 7:17
Enchiridion by Epictetus · recommended · at 7:23
A Selection from the Discourses of Epictetus with the Encheiridion by Epictetus · recommended · at 7:23
The Odyssey by Homer · discussed · at 7:32
The Iliad by Homer · discussed · at 7:32
The Imperial Cruise: A Secret History of Empire and War by Unknown · discussed · at 8:35
The Best and the Brightest by David Halberstam · discussed · at 9:55
Meditations by Aurelius Marcus · discussed · at 11:20

What a Decade of Stoicism Teaches You About Life

The Daily Stoic · 2026-10-06

Letters from a Stoic by Seneca · discussed · at 8:21

When Everything Falls Apart, This Remains | Practice Silence

The Daily Stoic · 2026-10-05

The 48 Laws of Power by Robert Greene · discussed · at 4:13
Thyestes by Seneca · discussed · at 5:40

The Art and Obsession of Writing with Rich Cohen

The Daily Stoic · 2026-10-03

Tough Jews by Rich Cohen · discussed · at 1:44
The Adventures of Herbie Cohen by Rich Cohen · discussed · at 1:47
The Fish That Ate the Whale by Rich Cohen · discussed · at 2:36
A Confederacy of Dunces by John Kennedy Toole · discussed · at 24:34
Burning the Days by James Salter · discussed · at 26:56
Light years by James Salter · discussed · at 27:01

You Can Get Away From It All Anytime You Like | 12 Stoic Ways to Quiet Your Mind

The Daily Stoic · 2026-10-02

The diary of a young girl by Cherry Gilchrist · recommended · at 7:06

Do You Know Where to Find It? | Why Does Ancient Wisdom Still Surprise Us?

The Daily Stoic · 2026-10-01

The Moviegoer by Walker Percy · discussed · at 1:18

50 Stoic Rules to Live By

The Daily Stoic · 2026-09-30

The Boy, the Mole, the Fox and the Horse by Charlie Mackesy · recommended · at 16:01

You Should Be In The Thick of It | How Oprah Discovered Stoicism

The Daily Stoic · 2026-09-29

Go Gentle by Maria Semple · recommended · at 5:49
The Obstacle Is the Way by Ryan Holiday · discussed · at 16:14

It Shows Us This | Your Actual Needs Are Small

The Daily Stoic · 2026-09-28

History Matters by David McCullough · recommended · at 2:20

11 Stoic Lessons Ryan Learned in Rome

The Daily Stoic · 2026-09-27

Meditations by Aurelius Marcus · discussed · at 1:58

Inside the Final Years of Marcus Aurelius

The Daily Stoic · 2026-09-26

How to Think Like a Roman Emperor by Donald Robertson · discussed · at 11:01
Marcus Aurelius by William O. Stephens · recommended · at 20:22

No Time Like The Present To Drink These Draining Seconds | The Most Secure Fortress

The Daily Stoic · 2026-09-25

Meditations by Aurelius Marcus · discussed · at 5:43

Does The Tantrum Help? | 6 Stoic Reminders You Need to Hear

The Daily Stoic · 2026-09-24

Meditations by Aurelius Marcus · discussed · at 5:54

You Come From This

The Daily Stoic · 2026-09-23

History Matters by David McCullough · recommended · at 2:15

The 3 Signs Something Will Bring You Joy | Kate Bowler

The Daily Stoic · 2026-09-23

Joyful, Anyway by Kate Bowler · discussed · at 2:51
Everything Happens for a Reason by Kate Bowler · recommended · at 3:34
No Cure for Being Human by Kate Bowler · recommended · at 3:37
Yes to Life by Viktor E. Frankl · discussed · at 8:00

No One Is Excused From This | You’re Reading Books Wrong. Here’s A Better Way.

The Daily Stoic · 2026-09-22

Meditations by Aurelius Marcus · recommended · at 8:12
A Selection from the Discourses of Epictetus with the Encheiridion by Epictetus · recommended · at 8:49
Discourses and Selected Writings by Epictetus · recommended · at 8:49
History of the Peloponnesian War by Thucydides · recommended · at 10:47
John Adams by David McCullough · discussed · at 14:33
History of the Decline and Fall of the Roman Empire Complete and Unabridged by Edward Gibbon · discussed · at 15:12
“The” History of the Decline and Fall of the Roman Empire by Edward Gibbon · discussed · at 15:12
The Notebook by Nicholas Sparks · recommended · at 17:10

It’s Good That You’re Having Trouble | On Handling Haters

The Daily Stoic · 2026-09-21

Meditations by Aurelius Marcus · discussed · at 6:14
The Everything Store by Brad Stone · discussed · at 7:16
Enchiridion by Epictetus · discussed · at 8:01

Ryan Holiday on Bill Maher: Why Stoicism Is Having a Moment

The Daily Stoic · 2026-09-20

The Great Gatsby by F. Scott Fitzgerald · recommended · at 11:55
The Odyssey by Homer · discussed · at 12:57
The Screwtape Letters by C. S. Lewis · recommended · at 13:37

What It Means to Be on That Hill | Seth Wickersham

The Daily Stoic · 2026-09-19

Be on That Hill by Seth Wickersham · discussed · at 1:15

Do This (It’s Good For Your Sanity) | A Garden Is Not For Show

The Daily Stoic · 2026-09-18

A Selection from the Discourses of Epictetus with the Encheiridion by Epictetus · discussed · at 5:58

You’re Going To Wish You Did This

The Daily Stoic · 2026-09-17

Meditations by Aurelius Marcus · discussed · at 1:45
Moral letters to Lucilius by Seneca, Lucius Annaeus · discussed · at 1:58

Colin Kaepernick, 10 Years After Taking A Knee

The Daily Stoic · 2026-09-17

The Perilous Fight by Colin Kaepernick · discussed · at 5:41

You Don’t Need Your Books | 9 Stoic Lessons From Roman Politics

The Daily Stoic · 2026-09-16

Meditations by Aurelius Marcus · discussed · at 6:42

Time Is a Violent River | Stop Being Surprised By This

The Daily Stoic · 2026-09-15

Meditations by Aurelius Marcus · discussed · at 1:49
Good Inside by Dr. Becky Kennedy · recommended · at 7:31

We All Need To Be Constrained

The Daily Stoic · 2026-09-14

Meditations by Aurelius Marcus · discussed · at 1:37
Inside the Box by David Epstein · recommended · at 2:39

Running 50 Kilometers Through Rome To Understand Stoicism

The Daily Stoic · 2026-09-13

Meditations by Aurelius Marcus · discussed · at 8:12

What the World’s Richest and Most Powerful People Get Wrong (with Stephanie Ruhle)

The Daily Stoic · 2026-09-12

The Pentagon Papers by Susan Dudley Gold · discussed · at 29:46

Let This Always Be The Answer | I Was the First FDNY Chief on the Scene on 9/11

The Daily Stoic · 2026-09-11

Meditations by Aurelius Marcus · discussed · at 1:47

You Need To Learn How To Be Better At This | Nothing To Fear But Fear Itself

The Daily Stoic · 2026-09-10

Seneca's Letters from a Stoic: Moral Letters to Lucilius by Lucius Annaeus Seneca · discussed · at 6:04
Bible by Bible · discussed · at 8:35

How To Forgive When They’re Not Sorry | It’s Not a Principle Unless It Costs You Something

The Daily Stoic · 2026-09-09

Main Street Millionaire by Codie Sanchez · recommended · at 4:01

You Must Read To Lead | 10 Stoic Strategies To Deal With Anxiety

The Daily Stoic · 2026-09-08

Meditations by Aurelius Marcus · discussed · at 0:28

You’re in a Hurry and Don’t Know Why | A Hard Winter Training

The Daily Stoic · 2026-09-07

A Selection from the Discourses of Epictetus with the Encheiridion by Epictetus · discussed · at 6:14
Seneca's Letters from a Stoic: Moral Letters to Lucilius by Lucius Annaeus Seneca · discussed · at 6:22

The Moment Ryan’s Italy Trip Went Sideways

The Daily Stoic · 2026-09-06

Meditations by Aurelius Marcus · discussed · at 6:09

The Stoic Reminders Hiding All Over Rome

The Daily Stoic · 2026-09-05

Meditations by Aurelius Marcus · discussed · at 21:41

Don’t Let It Keep Slipping Away | The Philosopher's School Is A Hospital

The Daily Stoic · 2026-09-04

A Selection from the Discourses of Epictetus with the Encheiridion by Epictetus · discussed · at 5:02

What’s Actually Stopping You From Doing Your Best Work

The Daily Stoic · 2026-08-22

The Arcadian by Steven Pressfield · recommended · at 0:28
A Man at Arms by Steven Pressfield · discussed · at 7:00
Range by David J. Epstein · recommended · at 42:43

How To Deal With Difficult People With Comedian David Cross

The Daily Stoic · 2026-08-15

Hitler's Willing Executioners by Daniel Jonah Goldhagen · discussed · at 9:34

11 Final Takeaways From The Odyssey

The Daily Stoic · 2026-08-09

The Odyssey by Homer · discussed · at 0:03
Ulysses by Alfred Lord Tennyson: The Poem by Alfred Lord Tennyson · discussed · at 19:12
The Odyssey of Homer; Translated from the Greek by T. E. Shaw (Lawrence of Arabia); with an Introduction by Sir Maurice Bowra by Homère · discussed · at 23:24

The Man Traveling America to Prove You Wrong About It

The Daily Stoic · 2026-08-08

Your Fellow Americans by Peter Santenello · recommended · at 0:30
A Journey through Texas by Frederick Law Olmsted · discussed · at 12:34
Nomadland by Jessica Bruder · discussed · at 49:42
Spying on the South by Tony Horwitz · recommended · at 56:06
The Warmth of Other Suns by Isabel Wilkerson · recommended · at 56:13
Life on the Mississippi by Mark Twain · recommended · at 57:03
How to Hide an Empire by Daniel Immerwahr · recommended · at 58:25

Stoic Lessons From The Odyssey w/ Ryan Holiday

The Rich Roll Podcast · 2026-08-03

The Odyssey by Homer · discussed · at 36:43
Oresteia by Aeschylus · recommended · at 1:06:44

You Don't Want Autonomy With David Epstein

The Daily Stoic · 2026-08-03

Range by David J. Epstein · discussed · at 5:50

Navigating A Hostile Society With Ezra Klein

The Daily Stoic · 2026-07-25

Meditations by Aurelius Marcus · discussed · at 1:06:32
Buddha by Karen Armstrong · recommended · at 1:18:01
Papyrus by Irene Vallejo · recommended · at 1:18:30
Roosevelt: The Lion and the Fox (1882–1940) by James MacGregor Burns · recommended · at 1:19:46
President Lincoln by William Lee Miller · recommended · at 1:20:16
The Bully Pulpit by Doris Kearns Goodwin · discussed · at 1:21:09

6 Stoic Rules To Beat Ego

The Daily Stoic · 2026-07-19

Meditations by Aurelius Marcus · discussed · at 6:37

12 Stoic Lessons from The Odyssey

The Daily Stoic · 2026-07-15

The Odyssey by Homer · discussed · at 0:07
The Sirens' Call by Chris Hayes · discussed · at 6:22
Meditations by Aurelius Marcus · discussed · at 21:04

#321 Ryan Holiday - The Stoic Survival Guide

The Shawn Ryan Show · 2026-07-13

Meditations by Aurelius Marcus · discussed · at 2:55
American Buffalo by Steven Rinella · recommended · at 4:13
Outdoor Kids in an Inside World by Steven Rinella · recommended · at 4:28
Thoughts of a Philosophical Fighter Pilot by James B. Stockdale · recommended · at 6:31
The Right Stuff by Tom Wolfe · recommended · at 8:09
Over the Beach by Zalin Grant · recommended · at 8:34
Fear and Loathing at Rolling Stone by Hunter S. Thompson · discussed · at 8:57
Fear and Loathing in Las Vegas by Hunter S. Thompson · discussed · at 8:57
Kingdom of Fear by Hunter S. Thompson · recommended · at 9:11
To have and have not by Ernest Hemingway · recommended · at 3:03:44

A Stoic's Guide To Looksmaxxing

The Daily Stoic · 2026-06-14

Meditations by Aurelius Marcus · discussed · at 11:44

The Best Books of the 21st Century: Ryan Holiday on ‘The Road’

The Book Review · 2026-06-12

The Odyssey by Homer · discussed · at 3:55
The Great Gatsby by F. Scott Fitzgerald · discussed · at 4:26
The Road by Cormac McCarthy · discussed · at 15:47
Revolutionary road by Richard Yates · discussed · at 24:08
Meditations by Aurelius Marcus · discussed · at 27:12
Of Boys and Men by Richard Reeves · recommended · at 30:41
Daring Young Men by Richard Reeves · recommended · at 30:41
Letter to the Father/Brief an den Vater by Franz Kafka · recommended · at 31:35
Range by David J. Epstein · recommended · at 32:01
Good Inside by Dr. Becky Kennedy · recommended · at 32:44
Wild Dark Shore by Charlotte McConaghy · recommended · at 33:50
Death be not proud by John Gunther · recommended · at 34:31
The Revenant by Michael Punke · recommended · at 35:10

Senator Mark Kelly on Stoicism, Space, and Staying Calm Under Pressure

The Daily Stoic · 2026-05-30

The Right Stuff by Tom Wolfe · discussed · at 3:53
Meditations by Aurelius Marcus · discussed · at 24:40

How to Change Your Life in 24 Hours

The Daily Stoic · 2026-05-24

Meditations by Aurelius Marcus · discussed · at 0:49

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

The Daily Stoic · 2026-05-17

Meditations by Aurelius Marcus · discussed · at 2:20
Letters from a Stoic by Seneca · discussed · at 5:48
The Decline and Fall of the Roman Empire, by Edward Gibbon. Vol. 2. [-3-4]. by Edward Gibbon · discussed · at 15:13
“The” History of the Decline and Fall of the Roman Empire by Edward Gibbon · discussed · at 15:13
Supercommunicators by Charles Duhigg · recommended · at 30:21

40 Hidden Lessons From Marcus Aurelius' Meditations

The Daily Stoic · 2026-05-03

Meditations by Aurelius Marcus · discussed · at 0:03

The 5-Step Stoic Routine For Thinking Clearly | Maria Semple on the Daily Stoic Podcast

The Daily Stoic · 2026-04-22

Go Gentle by Maria Semple · recommended · at 1:16
Meditations by Aurelius Marcus · discussed · at 3:10
Enchiridion by Epictetus · discussed · at 9:17
A Selection from the Discourses of Epictetus with the Encheiridion by Epictetus · discussed · at 9:17
The Boy, the Mole, the Fox and the Horse Fifth Anniversary Limited Edition by Charlie Mackesy · recommended · at 1:14:22

31 Life-Changing Lessons from Marcus Aurelius

The Daily Stoic · 2026-04-19

Meditations by Aurelius Marcus · recommended · at 0:04

What To Do When Life Doesn’t Go as Planned | Jim Collins

The Daily Stoic · 2026-04-11

How the Mighty Fall by Jim Collins · recommended · at 2:29
What to Make of a Life by Jim Collins · recommended · at 2:52
Good to Great by Jim Collins · recommended · at 4:15
Raising Sand by Robert Plant · discussed · at 25:02

Arthur Brooks' Ultimate Philosophy Masterclass | The Daily Stoic Podcast

The Daily Stoic · 2026-03-28

Plato and the Tyrant by James Romm · discussed · at 15:07
Atlas Shrugged by Ayn Rand · discussed · at 1:00:16
The Myth of Sisyphus by Albert Camus · recommended · at 1:07:00
The Fall by Albert Camus · discussed · at 1:10:34
THE PLAGUE by Albert Camus · discussed · at 1:10:34
A Calendar of Wisdom by Leo Tolstoy · recommended · at 1:11:55

The Complete Stoic Playbook To MASTER Your Emotions

The Daily Stoic · 2026-03-07

On Anger by Aubrey Stewart · discussed · at 5:12
Meditations by Aurelius Marcus · discussed · at 7:44
The Odyssey by Homer · discussed · at 21:36

Jordan Klepper on How to Talk to People You Disagree With | Daily Stoic Podcast

The Daily Stoic · 2026-03-06

Amusing Ourselves to Death by Neil Postman · recommended · at 26:23

Diogenes Expert Inger Kuin On The Most Misunderstood Philosopher | Daily Stoic Podcast

The Daily Stoic · 2026-02-20

Meditations by Aurelius Marcus · discussed · at 58:44

Productivity Expert Oliver Burkeman on How To ACTUALLY Get More Done | Daily Stoic Podcast

The Daily Stoic · 2026-02-13

The Antidote by Oliver Burkeman · discussed · at 1:18
Four Thousand Weeks by Oliver Burkeman · discussed · at 1:54

Jaimie Alexander On Using Stoicism To Get Through The Darkest Times | Daily Stoic Podcast

The Daily Stoic · 2026-02-05

Man's Search for Meaning by Viktor E. Frankl · discussed · at 36:35

Bert Kreischer Doesn't Get Stoicism | Daily Stoic Podcast with Ryan Holiday

The Daily Stoic · 2026-01-31

The Crack-Up by F. Scott Fitzgerald · discussed · at 20:42

Sebastian Junger On Being Addicted To The Illusion of Control" | Daily Stoic Podcast

The Daily Stoic · 2026-01-09

In My Time of Dying by Sebastian Junger · recommended · at 0:03
Tribe by Sebastian Junger · discussed · at 4:36
Blood Meridian by Cormac McCarthy · discussed · at 29:28
For Whom the Bell Tolls by Ernest Hemingway · discussed · at 43:52

Modern Day Stoic: “The #1 skill that top performers have” | Ryan Holiday

The Jordan Harbinger Show · 2026-01-04

The prince by Niccolò Machiavelli · discussed · at 37:37
Meditations by Aurelius Marcus · discussed · at 48:01
Histories by Herodotus · discussed · at 1:03:01

Mel Robbins On The Stoicism Around The Let Them Theory | Daily Stoic Podcast

The Daily Stoic · 2026-01-03

Meditations by Aurelius Marcus · discussed · at 30:35

Other mentions in 2026 (93: passing, ad reads, own books)