Ryan Holiday: How Stoicism Transforms Leadership and Decision-Making in Business | Leadership | E347

Ryan Holiday dropped out of college to apprentice under Robert Greene, gaining invaluable insights on writing, entrepreneurship, leadership, and human nature. This mentorship laid the foundation for his bold marketing campaigns at American Apparel and his rise as a bestselling author and entrepreneur. In this episode, Ryan reveals how stoic principles can sharpen leadership skills, improve decision-making, enhance problem-solving, and empower entrepreneurs to overcome challenges for sustainable growth.

In this episode, Hala and Ryan will discuss: 

(00:00) Introduction

(01:44) Robert Greene's Influence on His Career 

(09:04) Leveraging Controversy for Marketing Success 

(14:18) Media Manipulation and Its Impact

(18:30) The Stoic Approach to Life and Business

(26:39) The Four Stoic Virtues for Personal Development

(28:01) Embracing the Realities of Entrepreneurship

(30:29) Mastering Clear Decision-Making

(36:07) The Dangers of Ego in Leadership

(38:31) How Stoicism Drives Productivity 

(42:59) Building Ethical Habits and Leadership Skills

(47:50) The Power of Effective Time Management

Ryan Holiday is a bestselling author, entrepreneur, and media strategist known for popularizing Stoic philosophy in modern culture. He served as Director of Marketing at American Apparel before founding his creative agency, Brass Check. Ryan’s books, including The Obstacle Is the Way and The Daily Stoic, have sold over 2 million copies in 30 languages. His work helps leaders and creatives apply Stoic principles to overcome challenges.

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Resources Mentioned:

Ryan’s Book, Trust Me, I'm Lying: bit.ly/TrustMeLying 

Ryan’s Book, Right Thing, Right Now: bit.ly/RightThingNow 

Ryan’s Podcast, The Daily Stoic: bit.ly/DailyStoicPod 

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Transcripts - youngandprofiting.com/episodes-new 

Entrepreneurship, Entrepreneurship Podcast, Business, Business Podcast, Self Improvement, Self-Improvement, Personal Development, Starting a Business, Strategy, Investing, Sales, Selling, Psychology, Productivity, Entrepreneurs, AI, Artificial Intelligence, Technology, Marketing, Negotiation, Money, Finance, Side Hustle, Mental Health, Career, Leadership, Mindset, Health, Growth Mindset, Networking, Goal Setting, Strategic Planning, Mindset, Team Building.