Booking guide
How to book Kevin O'Leary
The fee context, availability drivers, best-fit events, and the exact steps to book Kevin through Headliner.
Cost
What booking Kevin costs
How much does Kevin charge? Bureaus that publish a figure list Kevin O'Leary around $100,000–$200,000 for a live keynote and $30,000–$50,000 for virtual (AAE, All American Speakers); BigSpeak lists "please inquire." Figures vary by bureau and date, so Headliner confirms the exact fee for your event 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.
Best fit
Best events for Kevin
Where Kevin consistently lands with audiences:
- Finance, investing, and wealth-management conferences
- Entrepreneurship and startup summits
- Sales kickoffs and revenue-team events
- Economy-and-markets fireside chats and moderated Q&As
- AI, energy, and infrastructure events tied to his Wonder Valley work
- Sales
Delivery
What Kevin's keynote delivers
Signature talks
- Cold Hard Truth — Business, Money & Life
- Lessons From a Shark
- Fireside Chat — Understanding & Thriving in an Uncertain World
- The AI Build-Out & the Economics of Energy
Formats & how to run it: Kevin is available for Keynote, Fireside chat, Moderation, Virtual. We match the format to your audience and run-of-show.
Availability
Availability and lead time
The real commitments that shape Kevin’s calendar — plan around them:
- Films Shark Tank on a seasonal production schedule that blocks dedicated stretches of his calendar
- Runs an active investing, media, and venture schedule, so premium mainstage dates are quoted and confirmed early
Timing windows that fill fastest
- Q1 sales-kickoff and finance-planning season (January–February)
- Autumn conference season (September–November)
We recommend starting the conversation about 24 weeks before your event date.
Preparation
How to brief Kevin well
Give us these and Kevin’s talk lands harder:
- Decide the format — his flagship keynote or his most-requested moderated fireside on the economy, markets, and policy
- Tell us the audience (founders, investors, advisors, or a general business crowd) so his Cold Hard Truth examples land
- Flag the themes you want — money discipline, dealmaking, the AI build-out, or American business 2.0
Credibility
Why Kevin is worth it
- Founded SoftKey / The Learning Company — ~$4.2B sale to Mattel
- "Mr. Wonderful" — defining Shark Tank investor since 2009
- Chairman, O'Leary Ventures
The process
How to book Kevin through Headliner
Send your brief
Tell Headliner your event date, audience, and the outcome you want. Come prepared to decide the format — his flagship keynote or his most-requested moderated fireside on the economy, markets, and policy, tell us the audience (founders, investors, advisors, or a general business crowd) so his Cold Hard Truth examples land, and flag the themes you want — money discipline, dealmaking, the AI build-out, or American business 2.0.
Confirm availability
We check Kevin O'Leary's availability for your date and confirm the format. We recommend starting about 24 weeks out. Kevin's calendar is shaped by real commitments — Films Shark Tank on a seasonal production schedule that blocks dedicated stretches of his calendar, and Runs an active investing, media, and venture schedule, so premium mainstage dates are quoted and confirmed early.
Lock the fee
We confirm the fee for your date, format, and location. Bureaus that publish a figure list Kevin O'Leary around $100,000–$200,000 for a live keynote and $30,000–$50,000 for virtual (AAE, All American Speakers); BigSpeak lists "please inquire." Figures vary by bureau and date, so Headliner confirms the exact fee for your event on request.
Sign and prepare
We handle the contract and rider, then align on run-of-show so Kevin is set up to deliver for your audience.
Answers
Booking questions, answered
How much does it cost to book Kevin O'Leary?
Bureaus that publish a figure list Kevin O'Leary around $100,000–$200,000 for a live keynote and $30,000–$50,000 for virtual (AAE, All American Speakers); BigSpeak lists "please inquire." Figures vary by bureau and date, so Headliner confirms the exact fee for your event on request.
Can I hire Kevin O'Leary for a corporate or virtual event?
Yes. Kevin takes corporate keynotes, conferences, and virtual sessions through Headliner on a non-exclusive basis. Tell us the format and date and we'll confirm availability and fee.
How far in advance should I book Kevin O'Leary?
Aim to book Kevin about 24 weeks ahead of your event. Popular windows fill fastest — Q1 sales-kickoff and finance-planning season (January–February), and Autumn conference season (September–November).
What affects Kevin O'Leary's availability?
Films Shark Tank on a seasonal production schedule that blocks dedicated stretches of his calendar, and Runs an active investing, media, and venture schedule, so premium mainstage dates are quoted and confirmed early. We confirm open dates against these commitments when you enquire.
What events is Kevin O'Leary the best fit for?
Kevin is a strong fit for Finance, investing, and wealth-management conferences, Entrepreneurship and startup summits, Sales kickoffs and revenue-team events, Economy-and-markets fireside chats and moderated Q&As, and AI, energy, and infrastructure events tied to his Wonder Valley work.
What is the process to book Kevin O'Leary through Headliner?
Send your brief, we confirm Kevin's availability and fee, then we handle the contract, rider, and run-of-show — typically with a first response within four business hours.
Book Kevin O'Leary through Headliner
Tell us about your event and we’ll confirm Kevin’s availability and fee — typically within four business hours.
Headliner can arrange a booking with Kevin O'Leary or their representative. This profile is compiled from public sources; availability and fees are confirmed on request. A listing here does not imply endorsement, affiliation, partnership, or exclusivity.