E316: Ryan Holiday

Discipline Expert: Why I'm Embracing Death in 2025 | Ryan Holiday (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-awareness.

In this episode, Jake talks with Ryan about stoicism and how its principles can improve everyday life. Ryan covers ways to overcome procrastination, build discipline, and face life’s challenges with purpose and clarity.

He shares insights on the power of reframing obstacles as opportunities and the danger of living in constant comparison with others. Ryan also unpacks the stoic practice of ‘Memento Mori’, a powerful reminder of mortality, and how it can be used as a tool for living a more meaningful life.

This conversation is packed with practical lessons for living a more intentional, disciplined, and authentic life, grounded in the wisdom of stoicism and Ryan’s own journey.