How to book Ryan Holiday

How much does Ryan charge? Multiple independent bureaus publish $50,000–$100,000 for live events. The All American Entertainment network publishes $30,000–$50,000 for virtual, while VaynerSpeakers lists a lower $40,000–$75,000 band. Headliner confirms the exact fee for your date and format on request.

Headliner never publishes a fabricated figure: the fee is confirmed for your specific date, format, and location. Virtual and fireside formats are typically quoted below a live keynote.

Signature talks

• Stoicism, What Ancient Wisdom Can Teach Us
• The Four Virtues of Stoic Leadership
• Ego Is the Enemy: Leading Without Losing Yourself
• The Obstacle Is the Way

Formats & how to run it: Ryan is available for Keynote, Fireside chat, Moderation, Virtual. We match the format to your audience and run-of-show.

Give us these and Ryan’s talk lands harder:

• Choose the central lens: the four Stoic virtues, obstacles, ego, judgment, or building work that lasts
• Describe whether the audience is corporate leadership, a sports organization, or a military or government group so the examples match the room
• Share the real pressure point the audience faces, such as a setback, a noisy decision environment, a culture challenge, or a need for greater discipline
• Tell us whether you want a structured keynote, a fireside conversation, a moderated question-and-answer session, or a virtual program

1. 1

   Send your brief

   Tell Headliner your event date, audience, and the outcome you want. Come prepared to choose the central lens: the four Stoic virtues, obstacles, ego, judgment, or building work that lasts, describe whether the audience is corporate leadership, a sports organization, or a military or government group so the examples match the room, share the real pressure point the audience faces, such as a setback, a noisy decision environment, a culture challenge, or a need for greater discipline, and tell us whether you want a structured keynote, a fireside conversation, a moderated question-and-answer session, or a virtual program.

2. 2

   Confirm availability

   We check Ryan Holiday's availability for your date and confirm the format. We recommend starting about 20 weeks out. Ryan's calendar is shaped by real commitments: Ryan's official speaking representation coordinates his engagements on a non-exclusive basis, so every request is coordinated with his representation and remains subject to confirmation, The Daily Stoic Live tour continued into 2026 after a sold-out international speaking tour in 2025, and He runs the Daily Stoic media platform and owns and operates The Painted Porch Bookshop in Bastrop, Texas.

3. 3

   Lock the fee

   We confirm the fee for your date, format, and location. Multiple independent bureaus publish $50,000–$100,000 for live events. The All American Entertainment network publishes $30,000–$50,000 for virtual, while VaynerSpeakers lists a lower $40,000–$75,000 band. Headliner confirms the exact fee for your date and format on request.

4. 4

   Sign and prepare

   We handle the contract and rider, then align on run-of-show so Ryan is set up to deliver for your audience.