Ryan Holiday: Think Like a Stoic, Timeless Leadership Principles for Modern Entrepreneurs | Leadership | YAPClassic

Ryan Holiday's approach to leadership was shaped through patience and years of unglamorous work. After dropping out of college at 19, he apprenticed under bestselling author Robert Greene, learning writing, research, persuasion, and human nature before becoming the marketing director of American Apparel at just 21. Those experiences laid the foundation for his rise as a bestselling author and one of the world's leading voices on Stoicism. In this episode, Ryan shares how Stoicism can help entrepreneurs strengthen leadership skills, sharpen decision-making, and maintain a resilient mindset during tough times. In this episode, Hala and Ryan will discuss:  (00:00) Introduction (01:32) Robert Greene’s Influence on Ryan’s Career (09:52) Provocative Marketing Lessons From American Apparel (18:18) Ryan’s Path Into Stoic Philosophy (19:44) The Stoic Approach to Life and Business (27:13) The Four Stoic Virtues for Personal Development (32:21) Mastering Clear Decision-Making Under Pressure (38:18) The Dangers of Ego in Leadership (40:34) How Stoicism Drives Productivity (41:52) Building Ethical Habits and Leadership Skills (50:41) Stoic Habits for Profiting in Life Ryan Holiday is a bestselling author, entrepreneur, media strategist, and one of the leading modern voices bringing Stoic philosophy to mainstream audiences. 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 more than 2 million copies in 30 languages. His work helps leaders and creatives apply Stoic principles to overcome challenges. Sponsored By: Indeed - Get a $75 sponsored job credit to boost your job's visibility at Indeed.com/profiting Shopify - Start your $1/month trial at Shopify.com/profiting. Northwest Registered Agent - Get a complete business identity with Northwest. Visit northwestregisteredagent.com/YAPFree and start using free resources to build something amazing.  Mindstone - Master practical AI skills without the complexity with Mindstone’s AI Competency Programme. Head to experience.mindstone.com/yap and get 10% off.  AT&T - Stay connected with reliable, secure internet built for entrepreneurs. Switch to AT&T Business at business.att.com.  Quince - Make your summer wardrobe feel easier. Go to Quince.com/profiting for free shipping on your order and 365-day returns. Now available in Canada, too. 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  Active Deals - youngandprofiting.com/deals  Key YAP Links Reviews - ratethispodcast.com/yap YouTube - youtube.com/c/YoungandProfiting Newsletter - youngandprofiting.co/newsletter  LinkedIn - linkedin.com/in/htaha/ Instagram - instagram.com/yapwithhala/ Social + Podcast Services: yapmedia.com 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, Startup, Mental Health, Career, Leadership, Mindset, Health, Growth Mindset, Networking, Goal Setting, Strategic Planning, Time Management, Team Building