There Is No Better Time Than Now | Ask DS
The Daily Stoic28 Des 2023

There Is No Better Time Than Now | Ask DS

At last the day came and you made a New Year’s resolution that would get rid of the whole base evil. And then the next year came around and you were doing the same old evil thing. Can you remember the surprise and disappointment that gripped you when you discovered that…after all that you had done through your resolutions to get rid of it—the old habit was still there? And out of amazement you found yourself asking, “Why could I not cast it out?”

So we’ll leave you today by putting a challenge in front of you. For the last four years, we have been doing what we call the Daily Stoic New Year New You Challenge—a set of 21 actionable challenges, presented one per day, built around the best, most timeless wisdom in Stoic philosophy. These aren’t pie-in-the-sky, theoretical discussions but clear, immediate exercises and methods you can begin right now to spark the reinvention you’ve been trying for. We’ll tell you what to do, how to do it, and why it works.

From these challenges, you will:

✓ Learn to stop procrastinating and avoiding the change you truly desire

✓ Build new habits that form a strong foundation for change

✓ Abandon the harmful habits that are dragging you down

✓ Strengthen your character, becoming a more virtuous version of yourself

And above all: You will find out just how much you are capable of.

Every morning, the email arrives in your inbox, and it presents you with a choice. You can do the harder thing, you can do the challenge. Or you can follow the drift of least resistance—you can open the email and leave it at that. Or worse…you can ignore this call right now and not sign up at all. Which way will you go?


In today's Ask Daily Stoic, Ryan talks stoics and answers questions in part 2 of 3 Q&A for 60 students at The United States Military Academy (USMA), also known metonymically as West Point or simply as Army. West Point is a United States service academy in West Point, New York. It was originally established as a fort, since it sits on strategic high ground overlooking the Hudson River 50 miles (80 km) north of New York City. It is the oldest of the five American service academies and educates cadets for commissioning into the United States Army.


The 2024 New Year New You Challenge officially begins on Monday, January 1st. Stop delaying. Head over to dailystoic.com/challenge and sign up NOW! Let’s go.

✉️ Sign up for the Daily Stoic email: https://dailystoic.com/dailyemail

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Episoder(2832)

Tie Yourself to the Mast | Ask Daily Stoic

Tie Yourself to the Mast | Ask Daily Stoic

It’d be wonderful if we always did what we know we want or need to do. But that’s not how the world is. It is filled with temptations, distractions, and forces tugging us toward the rocks.Make 2026 the year where you finally bring yourself closer to living your best life. No more waiting. Demand the best for yourself. The Daily Stoic New Year New You challenge begins January 1, 2026. Learn more and sign up today at dailystoic.com/challenge.👉 Get The Daily Stoic New Year New You & all other Daily Stoic courses for FREE when you join Daily Stoic Life | dailystoic.com/life🎟️ Come see Ryan Holiday LIVE: https://www.dailystoiclive.com/San Diego, CA - February 5, 2026 Phoenix, AZ - February 27, 2026 🎙️ Support the podcast and go deeper into Stoicism by subscribing to The Daily Stoic Premium - unlock ad-free listening, early access, and bonus content: https://dailystoic.supercast.com/🎥 Watch the video episodes on The Daily Stoic YouTube channel: https://www.youtube.com/@DailyStoic/videos✉️ Want Stoic wisdom delivered to your inbox daily? Sign up for the FREE Daily Stoic email at https://dailystoic.com/dailyemail🏛 Get Stoic inspired books, medallions, and prints to remember these lessons at the Daily Stoic Store: https://store.dailystoic.com/📱 Follow us: Instagram, Twitter, YouTube, TikTok, and FacebookSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

11 Des 202514min

These Add Up to Greatness

These Add Up to Greatness

“Well-being is realized by small steps,” Zeno would say looking back on his life, “but is truly no small thing.”🗓️ The Daily Stoic Page-A-Day Calendar | Wisdom isn’t something you get via epiphany or even a couple years of intense study. No, it’s something you accumulate day by day—action by action, as Marcus Aurelius put it—over the course of a lifetime. 👉 Support the podcast and go deeper into Stoicism by subscribing to The Daily Stoic Premium - unlock ad-free listening, early access, and bonus content: https://dailystoic.supercast.com/🎥 Watch the video episodes on The Daily Stoic YouTube channel: https://www.youtube.com/@DailyStoic/videos🎙️ Follow The Daily Stoic Podcast on Instagram: https://www.instagram.com/dailystoicpodcast✉️ Want Stoic wisdom delivered to your inbox daily? Sign up for the FREE Daily Stoic email at https://dailystoic.com/dailyemail🏛 Get Stoic inspired books, medallions, and prints to remember these lessons at the Daily Stoic Store: https://store.dailystoic.com/📱 Follow us: Instagram, Twitter, YouTube, TikTok, and FacebookSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

10 Des 20253min

The Fine Line Between Genius and Delusion | Journalist Helen Lewis

The Fine Line Between Genius and Delusion | Journalist Helen Lewis

Being the smartest person in the room is usually where the trouble starts. In today’s episode, Ryan sits down with journalist and author Helen Lewis to talk about genius, ego, and why so many “brilliant” people eventually spin out. They discuss the myth of the lone genius, why smart people overthink themselves into bad ideas, and how ego quietly wrecks careers, reputations, and entire movements. ​​Helen Lewis is a staff writer at The Atlantic who writes about politics and culture. Her first book, Difficult Women: A History of Feminism in 11 Fights, was a Guardian, Telegraph and Financial Times book of the year. She has written for The New York Times, the Guardian, The New Statesman, and Vogue. She is the host of the BBC podcast series The New Gurus and Helen Lewis Has Left the Chat, and co-host of Radio 4’s Kafka vs Orwell and Strong Message Here. She won the 2024 Kukula Award for excellence in nonfiction book reviewing.Check out Helen Lewis’ book The Genius Myth: A Curious History of a Dangerous IdeaFollow Helen on Instagram @HelenLewisPosts Read Helen Lewis’ article: How Joe Rogan Remade Austin🎟️ Come see Ryan Holiday LIVE: https://www.dailystoiclive.com/San Diego, CA - February 5, 2026 Phoenix, AZ - February 27, 2026 👉 Support the podcast and go deeper into Stoicism by subscribing to The Daily Stoic Premium - unlock ad-free listening, early access, and bonus content: https://dailystoic.supercast.com/🎥 Watch the video episodes on The Daily Stoic YouTube channel: https://www.youtube.com/@DailyStoic/videos🎙️ Follow The Daily Stoic Podcast on Instagram: https://www.instagram.com/dailystoicpodcast✉️ Want Stoic wisdom delivered to your inbox daily? Sign up for the FREE Daily Stoic email at https://dailystoic.com/dailyemail🏛 Get Stoic inspired books, medallions, and prints to remember these lessons at the Daily Stoic Store: https://store.dailystoic.com/📱 Follow us: Instagram, Twitter, YouTube, TikTok, and FacebookSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

10 Des 20251h 23min

You Know It’s Time to Change | Keep The Rhythm

You Know It’s Time to Change | Keep The Rhythm

We’re set in our habits. We’re quick-tempered, we eat poorly, we’re easily distracted. We skip exercise, we put stuff off, we make excuses. How did that work out for you in 2025?Make 2026 the year where you finally bring yourself closer to living your best life. No more waiting. Demand the best for yourself. The Daily Stoic New Year New You challenge begins January 1, 2026. Learn more and sign up today at dailystoic.com/challenge.👉 Support the podcast and go deeper into Stoicism by subscribing to The Daily Stoic Premium - unlock ad-free listening, early access, and bonus content: https://dailystoic.supercast.com/🎥 Watch the video episodes on The Daily Stoic YouTube channel: https://www.youtube.com/@DailyStoic/videos🎙️ Follow The Daily Stoic Podcast on Instagram: https://www.instagram.com/dailystoicpodcast✉️ Want Stoic wisdom delivered to your inbox daily? Sign up for the FREE Daily Stoic email at https://dailystoic.com/dailyemail🏛 Get Stoic inspired books, medallions, and prints to remember these lessons at the Daily Stoic Store: https://store.dailystoic.com/📱 Follow us: Instagram, Twitter, YouTube, TikTok, and FacebookSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

9 Des 202510min

Have You Considered This? | Don't Hide From Your Feelings

Have You Considered This? | Don't Hide From Your Feelings

The sooner you realize that you are not the center of the universe or the intended recipient of everything, the more understanding you can be, the less judgment you’ll feel required to have. 🎥 Watch Kate Bowler's episode on The Daily Stoic Podcast: https://www.youtube.com/watch?v=uCGloOAQOS8📘 Grab the hardcover edition of The Daily Stoic by Ryan Holiday: https://store.dailystoic.com/👉 Support the podcast and go deeper into Stoicism by subscribing to The Daily Stoic Premium - unlock ad-free listening, early access, and bonus content: https://dailystoic.supercast.com/🎙️ Follow The Daily Stoic Podcast on Instagram: https://www.instagram.com/dailystoicpodcast✉️ Want Stoic wisdom delivered to your inbox daily? Sign up for the FREE Daily Stoic email at https://dailystoic.com/dailyemail🏛 Get Stoic inspired books, medallions, and prints to remember these lessons at the Daily Stoic Store: https://store.dailystoic.com/📱 Follow us: Instagram, Twitter, YouTube, TikTok, and FacebookSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

8 Des 20257min

Why EVERY Generation Rediscovers Stoicism | Mark Manson & Ryan Holiday

Why EVERY Generation Rediscovers Stoicism | Mark Manson & Ryan Holiday

Every crisis creates the same instinct in people: go back to the wisdom that has outlasted everything else. In today’s episode, Ryan and Mark Manson dive into why Stoicism keeps coming back during moments of crisis, why world leaders and big thinkers have leaned on it for centuries, and what its modern resurgence gets right and wrong.Check out Ryan’s FULL episode on Solved with Mark Manson on Apple Podcasts, Spotify, and YouTube Grab Mark’s books: The Subtle Art of Not Giving a F**k, The Subtle Art of Not Giving a F**k Journal, and Everything Is F***ked: A Book About Hope, at The Painted PorchFollow Mark on YouTube, and check out more of his work at https://markmanson.net/👉 Support the podcast and go deeper into Stoicism by subscribing to The Daily Stoic Premium - unlock ad-free listening, early access, and bonus content: https://dailystoic.supercast.com/🎥 Watch the video episodes on The Daily Stoic YouTube channel: https://www.youtube.com/@DailyStoic/videos🎙️ Follow The Daily Stoic Podcast on Instagram: https://www.instagram.com/dailystoicpodcast✉️ Want Stoic wisdom delivered to your inbox daily? Sign up for the FREE Daily Stoic email at https://dailystoic.com/dailyemail🏛 Get Stoic inspired books, medallions, and prints to remember these lessons at the Daily Stoic Store: https://store.dailystoic.com/📱 Follow us: Instagram, Twitter, YouTube, TikTok, and FacebookSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

7 Des 202535min

The Question That Haunts the World’s Most Successful People | Andrew Ross Sorkin (PT. 2)

The Question That Haunts the World’s Most Successful People | Andrew Ross Sorkin (PT. 2)

Even the giants of history couldn’t outrun insecurity, comparison, or the feeling of not having enough. In today’s episode, Ryan continues his conversation with Andrew Ross Sorkin to talk about why success rarely feels satisfying in the way you expect, why the goalposts always seem to move, and how Andrew has seen this pattern play out in some of the wealthiest and most accomplished people in the world.Andrew Ross Sorkin is a financial columnist for The New York Times and a co-anchor of CNBC's Squawk Box. He is also the founder and editor of DealBook, a financial news service published by The New York Times. He wrote the bestselling book Too Big to Fail and co-produced a movie adaptation of the book for HBO Films. He is also a co-creator of the Showtime series Billions. His new book is 1929: Inside the Greatest Crash in Wall Street History--and How It Shattered a Nation. You can grab signed copies of 1929 by Andrew Ross Sorkin at The Painted Porch: https://www.thepaintedporch.com/Follow Andrew Ross Sorkin on Instagram @SorkinSays and on X @AndrewRSorkin 👉 Support the podcast and go deeper into Stoicism by subscribing to The Daily Stoic Premium - unlock ad-free listening, early access, and bonus content: https://dailystoic.supercast.com/🎥 Watch the video episodes on The Daily Stoic YouTube channel: https://www.youtube.com/@DailyStoic/videos🎙️ Follow The Daily Stoic Podcast on Instagram: https://www.instagram.com/dailystoicpodcast✉️ Want Stoic wisdom delivered to your inbox daily? Sign up for the FREE Daily Stoic email at https://dailystoic.com/dailyemail🏛 Get Stoic inspired books, medallions, and prints to remember these lessons at the Daily Stoic Store: https://store.dailystoic.com/📱 Follow us: Instagram, Twitter, YouTube, TikTok, and FacebookSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

6 Des 202544min

No One is Truly “Self-Made” | The Philosophy Behind High Achievers

No One is Truly “Self-Made” | The Philosophy Behind High Achievers

The myth of the self-made man is just that, a myth. There has never been such a thing.🎥 Check out the Arnold Schwarzenegger episode: https://www.youtube.com/watch?v=PBQlSMOVTAg📚 Pick up a copy of Arnold Schwarzenegger's book Be Useful: Seven Tools For Life at The Painted Porch: https://www.thepaintedporch.com/👉 Support the podcast and go deeper into Stoicism by subscribing to The Daily Stoic Premium - unlock ad-free listening, early access, and bonus content: https://dailystoic.supercast.com/🎙️ Follow The Daily Stoic Podcast on Instagram: https://www.instagram.com/dailystoicpodcast✉️ Want Stoic wisdom delivered to your inbox daily? Sign up for the FREE Daily Stoic email at https://dailystoic.com/dailyemail🏛 Get Stoic inspired books, medallions, and prints to remember these lessons at the Daily Stoic Store: https://store.dailystoic.com/📱 Follow us: Instagram, Twitter, YouTube, TikTok, and FacebookSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

5 Des 202515min

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