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
Yesterday
#236 Harley Finkelstein: Why You Must Requalify for Your Role—Every Year
What does it mean to live—and lead—with intention? Shane sits down with his friend and Shopify President Harley Finkelstein to explore what happens when you treat every role in your life—father, husband, leader—as something you have to requalify for, every single year. Harley sha ... Show More
1h 49m
Jul 1
#235 Outliers: Jimmy Pattison — Building a $16B Empire Without Connections, Capital, or Credentials
At 96 years old, Jimmy Pattison still runs his $16 billion empire personally. He’s built it over 63 years without outside capital or a college degree. He owns 100% of car dealerships, billboards, radio stations—even Ripley’s Believe It or Not—with a philosophy of: "No partners, n ... Show More
1h 13m
Jun 24
#234 Indra Nooyi: Lessons from the Top of PepsiCo—and the Cost of Getting There
On her first day as CEO of PepsiCo, Indra Nooyi fired her general counsel. Then rehired him before dinner. It wasn’t a stunt. It was a signal. She ran a $200 billion empire the same way she ran her life: with surgical precision, uncompromising standards, and an allergy to corpora ... Show More
1h 36m
Dec 2024
Ryan Holiday: Why I'm Embracing Death in 2025 (E316)
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-awa ... Show More
54m 28s
Sep 2024
Ryan Holiday: Why You Need to Reparent Your 14-Year-Old Self & How to Overcome the Fear of Not Being Good Enough
What would you tell your 14-year-old self? How do you quiet the “not good enough” voice? Today, Jay welcomes Ryan Holiday, renowned philosopher, bestselling author, and host of The Daily Stoic. With over 10 million copies of his books sold globally, Ryan returns to the podcast to ... Show More
1h 29m
Oct 2024
Ryan Holiday on How Stoic Principles Can Help You Thrive in Modern Society
"How Do You Master Stillness in a World of Chaos?"
In this inspiring episode, I sit down with one of the brightest minds in modern-day philosophy, Ryan Holiday. Together, we explore the wisdom behind Stoicism and how its timeless principles can help us navigate through the chaos ... Show More
57m 54s
Dec 2024
Consumerism, Guilty Consciences, and Crippling Anxiety | ASK ME ANYTHING
In this episode of Ask Me Anything, Ryan Michler and Kipp Sorensen dive into a candid discussion about the relentless cycle of consumerism, exploring how modern holiday traditions have strayed from their meaningful roots. They share insights on battling guilt when taking personal ... Show More
1h 22m
Dec 2024
How to STOP Living in Fear and Find Your Purpose in Life | Ryan Holiday : 1236
Fear is quietly running your life—and it’s holding you back from the purpose and success you deserve. In this episode, we revisit Dave chatting with one of the keynote speakers for the Biohacking Conference 2025, Ryan Holiday, the bestselling author of Courage Is Calling, to tack ... Show More
1h 15m
Sep 2024
Turning Trials into Triumph: Ryan Holiday (The Daily Stoic)
Can ancient philosophy be the key to modern success? Ryan Holiday, a leading thinker of his generation, believes so. From NFL quarterbacks to corporate CEOs, many credit Holiday's work with introducing them to the transformative power of Stoic philosophy. In this episode, Ryan ta ... Show More
48m 34s
Jan 2025
“BIGGEST MISTAKE Of My Career” - Tony Robbins $125 Million Loss, Trump Relationship & NLP Secrets
Dive into an unforgettable conversation with Tony Robbins as he reveals the mindset, strategies, and jaw-dropping stories that shaped his legendary career. From losing $125 million in a shocking deal to training CIA agents in psychological tactics, Tony shares groundbreaking insi ... Show More
2h 12m