The work behind the perspective
Ryan Holiday
Bestselling Author and Modern Stoicism Translator
- Stoicism
- Wisdom cultivation
- Self-education and reading
- Content creation and audience building
- Discipline and virtue ethics
- Marketing and media strategy
About Ryan Holiday
Ryan Holiday - Biography
Ryan Holiday is a bestselling author, podcaster, and promoter of Stoic philosophy, known for books like 'The Obstacle Is the Way' and 'Ego Is the Enemy'.
Ryan Holiday dropped out of college at the end of his sophomore year, marking the start of his self-directed education through intensive reading and note-taking practices. His early career involved marketing and writing, influenced by figures like Robert Greene, leading to his emergence as a prominent voice in personal development and Stoicism. Holiday gained widespread recognition with 'The Obstacle Is the Way', followed by 'Ego Is the Enemy' and 'Stillness Is the Key', establishing him as modern Stoicism's leading translator. In recent years, Holiday expanded into podcasting with 'The Daily Stoic' and entrepreneurship by founding The Painted Porch Bookshop. His 2025 release, 'Wisdom Takes Work: Learn. Apply. Repeat.', completes his Stoic virtues series.
Learn from Ryan when you're...
- Struggling to apply knowledge in real life
- Building daily discipline and habits
- Overcoming ego and obstacles
- Starting or scaling self-education without formal schooling
- Creating and monetizing content
- Cultivating stillness and focus in chaos
- Navigating ethical dilemmas or contradictions
- Addressing local vs. global problems
What can you ask about Ryan Holiday's work?
In Get Mentors, Ryan Holiday can hold one of the five seats on your Chat board. Ask Ryan's seat or the whole board a question and receive perspectives grounded in published work, with every answer cited. Separately, one idea arrives each morning from mentors selected for your focus.
Best for these goals
- ✓Stoicism
- ✓Wisdom Cultivation
- ✓Self Education And Reading
- ✓Content Creation And Audience Building
Core frameworks
- •Wisdom as Practical Judgment
- •Focus on What You Can Control
- •Certainty is Dangerous; Humility is Essential
- •Stoicism
Sample questions
- “Which Ryan framework applies to my current goal?”
- “What would Ryan's published work suggest I consider?”
- “How does this Ryan idea apply to my situation?”
- “What blind spot would this mentor framework help me notice?”
Ask about Ryan's published frameworks, pressure-test a decision, or put the question to your whole board and see where the seats disagree.
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Give Ryan Holiday a seat on your board
Ask this Chat board seat about Ryan Holiday's published work. Daily Ideas are selected separately for your focus. 7-day free trial on the annual plan, or $7.99/month.
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