#1 New York Times Bestselling Author & Founder of The Daily Stoic
Ryan Holiday: Biography at a Glance
- Ryan Holiday is an expert on blending ancient Stoic philosophy with modern business and marketing strategy to help leaders, teams, and organizations thrive under pressure.
- A bestselling author whose books have sold over 10 million copies and spent more than 200 weeks on bestseller lists, Ryan has reintroduced timeless wisdom to the modern world through works like The Obstacle Is the Way, Ego Is the Enemy, and Discipline Is Destiny.
- His ideas have shaped champions and changemakers alike, influencing Super Bowl-winning NFL teams, NBA champions, Olympic Gold Medalists, top tech companies, and public leaders from the U.S. Senate to Silicon Valley.
- Ryan’s framework for resilience and clarity—rooted in Stoicism—offers a practical and empowering path for facing challenges, mastering ego, and finding purpose in fast-paced, high-stakes environments.
- Ryan brings authenticity and grounded wisdom to every stage, drawing on stories from history and his own life on a Texas ranch to remind audiences that true leadership begins with stillness, self-discipline, and service.
Media
Videos
Biography
Few writers have done more to bring ancient, timeless wisdom and cutting-edge marketing strategies together than Ryan Holiday. His philosophically driven bestselling books have sold over 10 million copies and spent more than 200 weeks on bestseller lists. His books are taught in colleges and marketing programs around the world, including Trust Me I’m Lying, which revealed the massive vulnerabilities (and opportunities) in the global media system. He has directly influenced Super Bowl-winning teams like the New England Patriots, NBA Champions like the San Antonio Spurs, and Olympic Gold Medalists, as well as sitting Senators, military leaders, and some of the biggest and most important companies in the world, like Google, Twitter, and Microsoft.
At the core of Ryan’s teachings is Stoicism, popularized through his New York Times Bestselling books including Obstacle is the Way, Stillness is the Key, Ego is the Enemy, Discipline is Destiny, and Right Thing, Right Now.
What is Stoicism? The idea that while we don’t always control what happens to us in life, we always control how we respond. Illustrated vividly with stories from the greats of history, Ryan provides a framework for overcoming obstacles, scaling new challenges, and battling both the ups and downs and life. Profiled by the New York Times, Sports Illustrated, and ESPN, Ryan counts among his clients and followers some of the biggest names in business, tech, culture, and professional athletics.
Ryan lives in Austin, TX, where he does his writing in between raising cattle, donkeys, and goats.
Topics
Stoicism: What Ancient Wisdom Can Teach Us
Timeless Tools for Modern Resilience
In uncertain times, Stoicism offers powerful tools for clarity, resilience, and peace of mind. This talk explores timeless Stoic principles—control what you can, release what you can’t, and turn adversity into strength. Through modern examples and actionable takeaways, audiences learn how to lead, live, and thrive with ancient wisdom that meets today’s challenges.
From Roadblocks to Breakthroughs: The Obstacle Is The Way
What if your biggest challenge is actually your greatest advantage? Ryan shares powerful stories, from ancient Rome to modern boardrooms, on how to turn setbacks into stepping stones. Audiences walk away with a new mindset and proven strategies to transform obstacles into fuel for success.
The Art of Staying Relevant: The Art of Staying Relevant
Trends fade. Great work lasts. This talk reveals how to create and market ideas, brands, and products that endure. Ryan shares timeless principles for building lasting impact, from launching bestsellers to advising global brands, so your work stays relevant long after the spotlight fades.
The Four Virtues of Stoic Leadership: Wisdom, Courage, Discipline, and Justice
What do history’s greatest leaders have in common? Stoic virtue. Ryan explores the four pillars of Stoic leadership and how they apply today—from the battlefield to the boardroom. Audiences will learn to lead with purpose, face challenges with resilience, and build stronger teams through discipline, integrity, and perspective.
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FAQs
How do I book Ryan Holiday for my event?
Contact CAA Speakers at (424) 288-2898 or speakers@caa.com to book Ryan Holiday to speak at corporate or private events, keynote speeches, speaking engagements, workshops, fireside chats, motivational speaking, or virtual appearances.
Quick booking process- Email CAA Speakers with event details
- Get availability confirmation within 24 hours
- Review speaking fee and contract terms
- Sign agreement and finalize logistics
As one of the most influential talent agencies in the world, CAA handles all speaking engagements from contract to event day coordination.
Who is Ryan Holiday's booking agent?
CAA Speakers is the preferred booking agency to contact for Ryan Holiday’s speaking engagements. Contact speakers@caa.com for all Ryan Holiday in-person appearances and keynote speaking requests.
Contact Ryan Holiday's agent- Email: speakers@caa.com
- Website: caa.com/caaspeakers
- Response: Within 24 hours
CAA Speakers can check Ryan Holiday's speaking calendar with direct access to availability and official pricing. While many websites may list Ryan Holiday, CAA Speakers is the direct source for authentic information about availability and pricing.
What is Ryan Holiday's speaking fee?
Ryan Holiday's speaking fee varies by event type, location, and requirements. As a top keynote speaker, Ryan Holiday's fee reflects their expertise and market demand.
Speaking fee factors:- Event type and audience size
- Travel distance and logistics
- Presentation length and customization
- Virtual vs. in-person delivery
Additional costs: Travel, accommodation, A/V requirements, and optional meet-and-greets.
Contact CAA Speakers at speakers@caa.com for Ryan Holiday's current speaking fee and detailed cost breakdown.
How much does it cost to book Ryan Holiday as a keynote speaker?
The cost to book Ryan Holiday as keynote speaker includes their speaking fee plus travel and logistics expenses.
Total booking cost includes:- Ryan Holiday's keynote speaking fee
- Travel and accommodation
- Technical requirements and A/V setup
- Optional add-ons like book signing and meet & greets
- Virtual presentations
- Local/regional events
- Off-peak booking periods
- Flexible event dates
Email speakers@caa.com for Ryan Holiday's exact booking cost and customized pricing proposal.
How to contact Ryan Holiday for speaking engagements?
Contact CAA Speakers at speakers@caa.com for all Ryan Holiday speaking engagements.
Official contact for Ryan Holiday bookings:- Email: speakers@caa.com
- Website: https://www.caa.com/caaspeakers/ryan-holiday
- Response time: 24 hours
Include your event date, location, audience size, and budget when contacting CAA about booking Ryan Holiday.
Is Ryan Holiday available for virtual speaking events?
Yes, Ryan Holiday speaks at virtual events with professional-grade equipment and interactive presentation style.
Ryan Holiday's virtual event options:- Live virtual keynotes with Q&A
- Interactive workshops and breakouts
- Hybrid events (in-person + virtual)
- Pre-recorded presentations
Virtual events offer global reach, flexible scheduling, and reduced travel costs while maintaining Ryan Holiday's engaging presentation quality.
Contact CAA Speakers for Ryan Holiday's virtual event availability and technical specifications.
What events can I book Ryan Holiday for?
Book Ryan Holiday for corporate conferences, industry events, private functions, and virtual presentations. Ryan Holiday customizes content for any audience size or event type.
Event types:- Corporate meetings and conferences
- Industry summits and trade shows
- Private executive retreats
- Educational institution events
- Virtual and hybrid conferences
Ryan Holiday engages audiences from private executive meetings to large conferences with thousands of attendees.
Contact CAA Speakers to discuss how Ryan Holiday can customize their presentation for your specific event.
Ryan Holiday booking information and availability
Check Ryan Holiday's speaking availability through CAA Speakers at speakers@caa.com. Book 3-6 months in advance for best date selection during peak seasons (September-November, March-May).
Availability factors:- Event date and location
- Speaking fee and budget
- Lead time for booking
- Peak conference seasons
- 3-6 months: Best availability
- 3-6 months: Best availability
- 2-3 months: Good availability
- 1-2 months: Select availability
- Under 30 days: Limited availability
Contact CAA early in your planning process to secure Ryan Holiday for your preferred event date.
Book Ryan Holiday keynote speaker through CAA
Book Ryan Holiday through CAA Speakers for guaranteed authentic representation and professional event coordination. CAA is the preferred booking agent for Ryan Holiday, with direct access to their speaking availability and decades of experience representing the world’s top keynote speakers.
CAA booking advantages:- Direct access to Ryan Holiday's calendar
- 24-hour availability confirmations
- Professional contract negotiation
- Full logistics coordination
- Industry-leading client service
Trusted by Fortune 500 companies for their most important speaking engagements. Contact speakers@caa.com to book Ryan Holiday for your next event.
Will Ryan Holiday speak at private events?
Yes, Ryan Holiday speaks at private corporate events, executive retreats, board meetings, and exclusive functions.
Private event types:- Executive retreats and board presentations
- Client entertainment and VIP gatherings
- Corporate celebrations and award ceremonies
- Private dinners and exclusive functions
Private event benefits: Customized content, enhanced interaction, complete confidentiality, and flexible scheduling.
Contact CAA Speakers for Ryan Holiday's private event availability and confidential pricing proposals.
How quickly will I get a response about booking Ryan Holiday?
CAA Speakers responds to Ryan Holiday booking inquiries within 24 hours during business days. Complex requests or international events may take up to 48 hours for detailed proposals.
Response timeline:- Initial acknowledgment: Within 24 hours
- Availability confirmation: 24-48 hours
- Detailed pricing proposal: 48-72 hours
- Urgent requests: Same-day priority response
Include complete event details (date, location, audience size, budget) for fastest response times.
How far in advance should I book Ryan Holiday?
Book Ryan Holiday 3-6 months in advance for best availability, especially during peak speaking seasons. Early booking ensures better date selection and rate negotiations.
Recommended booking timeline:- 3-6 months: Optimal availability and pricing
- 2-3 months: Good availability
- 1-2 months: Select availability
- Under 30 days: Limited availability
Peak seasons: September-November and March-May book fastest. Contact CAA Speakers early for priority consideration.
How do I get Ryan Holiday pricing information?
Get Ryan Holiday pricing information by contacting CAA Speakers at speakers@caa.com with your event details. Receive detailed cost breakdown within 24-48 hours with no obligation to book.
For accurate pricing, include:- Event date and location
- Audience size and type
- Event format and duration
- Budget parameters
CAA provides transparent pricing with all costs included - speaking fee, travel, accommodation, and technical requirements.