Book Jairek Robbins
Everything you need to book, prepare for, and promote an interview with Jairek Robbins. Bios, headshots, talking points, and suggested questions, all in one place.
Both Jairek and his wife Amanda are available for interview.
Meet Jairek & Amanda
First family ever featured on the cover of SUCCESS Magazine in its 120+ year history (May/June 2023)
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Jairek Robbins
Founder & CEO, Executive Office AI | President, Performance Coach University
Short Bio (50 words)
Jairek Robbins is the founder of Executive Office AI, where he built 265+ AI agents that replace $500/hr consultants for $500/month. A 20-year executive coach with active clients in 137+ countries, Congressional Award Gold Medal recipient at 23, and the first family featured on the cover of SUCCESS Magazine in its 120+ years of publishing.
Full Bio (150 words)
Jairek Robbins spent 20+ years as an executive performance coach with active clients in 137+ countries, from early-stage startups to serving on the board of a firm that advises institutions managing $850B+ in assets. He received the Congressional Award Gold Medal at age 23 and has trained teams at Harvard, the U.S. Marines, Air Force Special Forces, BMW, UBS, and members of the U.S. Olympic team.
Then he did something most coaches would never do: he built AI to replace himself. Executive Office AI now features 265+ specialized agents across six business departments: finance, sales, marketing, HR, operations, and leadership, delivering the same frameworks he used to charge $500/hour for, available 24/7 for $500/month. Not chatbots. Agents that actually do the work.
Jairek and his wife Amanda run multiple businesses together from Puerto Rico, including Performance Coach University and a Farm School Amanda started so their son can learn in nature. They built AI specifically so they could stop being chained to a desk and be present for the people who matter.
Notable Work & Training
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Amanda Robbins
Brand & Marketing | Co-Founder, Performance Coach University | Founder, The Farm School
Short Bio (50 words)
Amanda Robbins runs brand and marketing across Executive Office AI and Performance Coach University alongside her husband Jairek. She founded The Farm School so their son could get the best education in nature rather than a traditional classroom. Together, they were the first family featured on the cover of SUCCESS Magazine.
Full Bio (100 words)
Amanda Robbins is the force behind brand, marketing, and operations at Executive Office AI and Performance Coach University. She and Jairek designed their businesses around their life, not the other way around. They work side by side every day from Puerto Rico, eat lunch together, and pick their son up from the Farm School Amanda founded so he could learn in nature instead of a traditional classroom.
Amanda handles brand strategy and marketing while Jairek focuses on product and coaching. No nannies raising their kid while they grind. No "hustle now, live later." They designed it the other way around.
Jairek & Amanda Together
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Episode Angles
Pick the angle that fits your audience. Jairek can go 30, 60, or 90+ minutes on any of these.
The AI Disruption Angle
"I built 265 AI agents that replace $500/hr consultants for $500/month"
How a 20-year executive coach broke the consulting industry's hourly billing model by encoding his frameworks into AI agents that actually do the work: financial analysis, sales coaching, marketing strategy, invoice processing, and lead nurturing.
Best for: Business, Tech, AI, Entrepreneurship shows
The Bottleneck Angle
"96% of businesses never break $1M. I found the 7 reasons why"
Data from 2,847+ founders who completed the Bottleneck Assessment reveals the counterintuitive reasons businesses stall. The biggest surprise: AI makes the top 3 growth killers worse if you don't fix them first.
Best for: Business strategy, Growth, CEO shows
The Family & Freedom Angle
"We built AI so we could stop being chained to a desk"
Jairek and Amanda Robbins run multiple businesses from Puerto Rico while raising their son. Amanda started a Farm School so he gets educated in nature. They built AI specifically to be present for the people who matter, not to hustle harder.
Best for: Lifestyle, Couples, Parenting, Work-life, Relationship shows
The Exit Story Angle
"I left my family's company with nothing but a laptop, a cell phone, and a vision"
In his early 20s, Jairek left the family business to bet on himself. 20 years later, that bet turned into multiple companies, a cover of SUCCESS Magazine, and an AI platform that scales without him. How his definition of success evolved from freedom to impact to presence.
Best for: Founder story, Exit, Legacy, Personal development shows
The Identity Crisis Angle
"The identity crisis nobody warns CEOs about, and why AI makes it worse"
When you build a company around your expertise and then automate that expertise with AI, who are you? The psychological journey of a coach who replaced himself, and why it made his human time more valuable, not less.
Best for: Psychology, Leadership, Deep-dive, Long-form shows
The 20-Hour Reclamation
"The real AI productivity metric nobody's tracking: hours given back to the founder"
The first credible 'time ROI' story in the SMB AI space: clients documenting 20 hours/week returned to their calendars. Not theoretical efficiency gains. Real hours, real founders, real proof.
Best for: HBR, Forbes Leadership, WSJ, Productivity shows
The Anti-Enterprise AI Story
"Forget the enterprise: small business owners are building their own AI workforces"
While Big Tech fights over billion-dollar enterprise contracts, SMB owners are quietly building their own AI teams. 6 million American businesses are too big for ChatGPT hacks and too small for AI departments. This fills the gap.
Best for: TechCrunch, Wired, MIT Tech Review, AI/Tech shows
The Luxury Build Sprint
"Business retreats are dead: this one sends you home with 4 working AI agents"
Corporate retreats used to mean trust falls and vision boards. This new model: 50 business owners at a luxury San Juan hotel build functional AI agents in 48 hours. You leave with tools that actually run your operations, not a binder you'll never open.
Best for: Travel + Business, Conde Nast, Robb Report, Skift, Event shows
Founder Burnout x AI as Operational Wellness
"The real cure for founder burnout isn't therapy, it's removing 20 hours of low-value work"
The executive coach who says burnout isn't a mindset problem, it's an operational one. When you remove 20 hours of invoice processing, lead sorting, and financial analysis from a founder's week, the burnout disappears on its own.
Best for: Psychology Today, Tim Ferriss, How I Built This, Wellness shows
Suggested Interview Questions
Use these as-is or as a starting point. Jairek is comfortable going fully unscripted, these are just here to make your prep easier.
You spent 20 years coaching executives at $500/hr, then you built AI to replace yourself. Why?
What do 265 AI agents actually do? Give me a specific example.
You say 96% of businesses never break $1M. What's the #1 reason?
How does AI make business problems worse if you don't fix the fundamentals first?
You and Amanda were the first family on the cover of SUCCESS Magazine. What was that like?
What made you leave your family's company to start from scratch?
You're hosting a 48-hour event in Puerto Rico where people build their own AI team. How does that work?
How has your definition of success changed from your 20s to now at 40?
Amanda started a Farm School for your son. Tell me about that decision.
What's the difference between an AI agent and a chatbot?
Previous Appearances
Jairek has been a guest on 50+ podcasts and media platforms. Here are some of the most notable.
The School of Greatness
with Lewis Howes
Entrepreneurs on Fire
with John Lee Dumas
Success Story
with Scott D. Clary
The Model Health Show
with Shawn Stevenson
Achieve Your Goals
with Hal Elrod
Big Questions
with Cal Fussman
The Art of Charm
with AJ & Johnny
Front Row Dads
with Jon Vroman
Ultimate Health Podcast
with Jesse & Marni
48 to Freedom
A 2-day hands-on workshop at the Condado Vanderbilt Hotel in San Juan, Puerto Rico, where business owners build 4 custom AI agents for their business in 48 hours. Not theory, they leave with deployed, functional agents running their operations.
Venue
Condado Vanderbilt Hotel
San Juan, Puerto Rico
Attendees
50-75 Business Owners
$300K - $100M revenue
Tickets
$997 GA / $2,497 VIP
VIP includes private strategy session
Jairek is happy to mention the event during interviews. The CTA for listeners: take the free Bottleneck Assessment at executiveoffice.ai/quiz or learn about the event at executiveoffice.ai/48-to-freedom.
View event pageBook the Interview
30 and 60 minute slots available. Both Jairek and Amanda are available for interview. Please provide your Zoom, Riverside, or studio link when booking so we can add it to the calendar invite.
Media Contact
"Business owners don't need another chatbot or another conference. They need AI agents that actually do the work."
— Jairek Robbins