Ryan Holiday unpacks the subtle and not-so-subtle messages life sends us—and what happens when we ignore them. From mismatched tattoos and injured ankles, Ryan reflects on the lessons he’s learned about preparation, awareness, and humility. Using examples ranging from personal missteps to famous entrepreneurial gambles, this episode is a deep dive into the a ... Show More
Aug 4
The Mindset Behind Building a Great Little Business | Brad Jacobs
This summer, I’m revisiting one of my favorite episodes. If you haven’t heard it, now is the time. If you have, it’s a classic and worth listening to again. Brad Jacobs has built eight billion-dollar companies, completed more than 500 acquisitions, and created extraordinary retur ... Show More
1h 40m
Mar 2021
Stoicism and Celebrating Success ft. Ryan Holiday
Ryan Holiday is a media strategist and the author of ten books including, The Obstacle Is the Way, Ego Is the Enemy, The Daily Stoic, Conspiracy, and Stillness is the Key. He joins Scott to discuss how the four virtues of stoicism (courage, temperance, justice, and wisdom) are in ... Show More
1h 7m
May 2023
Ryan Holiday ON: The Importance of Being Disciplined With Our Ambition & How to Get Comfortable with Change
Today, I sit down with Ryan Holiday to talk about living a life of discipline. Ryan and I share our thoughts and opinions on the different forms of disciplines and how they are formed in different cultures, the value of your time and with whom are you spending most of it, and how ... Show More
1h 22m
Dec 2024
Ryan Holiday: Why I'm Embracing Death in 2025 (E316)
<p>Ryan Holiday is a bestselling author and expert on stoic philosophy, known for his books like ‘The Obstacle Is the Way’ and ‘Daily Stoic’. Through his work, he helps others apply ancient wisdom to modern-day challenges, exploring themes like discipline, perseverance, and self- ... Show More
54m 28s
Feb 2024
Ryan Holiday on How Stoics Build And Maintain Self-Discipline
<p>Today's episode of the GaryVee Audio Experience is an amazing interview I had with powerhouse author and podcast host Ryan Holiday! We discuss why Ryan loves writing so much, why discipline is not a punishment, how to deal with burnout, how to stop judging yourself for fal ... Show More
33m 25s
Jun 2023
Lessons & Meditations from the Stoics — with Ryan Holiday
Ryan Holiday, an author and media strategist, joins Scott to discuss his latest book, “The Daily Dad: 366 Meditations on Parenting, Love, and Raising Great Kids.” We hear about practicing patience, rethinking our outsized reactions, and teaching discipline. Follow Ryan on Twitter ... Show More
52m 15s
Aug 2023
The Discipline Expert: The 4 Surprising & Easy Habits ALL High Achievers Have! (Based On 2,000 Years Of Research) - Ryan Holiday
How can a 2,000 year old philosophy change your life in 2023?
In this new episode Steven sits down with the bestselling author Ryan Holiday. Ryan is best known for promoting the timeless life philosophy of Stoicism through his books, ‘Ego Is The Enemy’, ‘The Obstacle Is The Way’, ... Show More
1h 21m
Oct 2021
Virtuous Living, America’s Responsibility Problem, and Developing Your Moral Code — with Ryan Holiday
Ryan Holiday, a writer, media strategist, and expert on ancient philosophy, joins Scott again for a conversation around his latest book, “Courage is Calling: Fortune Favors the Brave.” Ryan shares what the stoics can teach us about living by your values, how to deal with adversit ... Show More
47m 6s