About Caleb.
Why business

I love business. I love its potential to create change in society and the good it can do. Most of all, I love watching founders build something meaningful, with a triple bottom line rather than profit alone. Business is also full of struggle, twists and turns, and the challenges can be overwhelming. For over 25 years I have built companies and advised others, and I’ve had my share of successes and failures.
My faith is the main driver behind all of it. It shapes why I do this work: I want to see business have a positive impact on society, on people’s lives and on the communities they live in. That is what keeps me rooted when the work gets hard.
Why AI
You are probably already using AI. Most businesses are dabbling, hoping for 10 to 20% time savings.
Imagine 5x, 10x or even 100x output from your team instead. Sounds unreal? It is already happening in many businesses.
I have been intrigued by this for a long time. Over ten years ago I co-wrote Futureproof, helping leaders adapt to disruptive technology, with a focus on AI. The disruption we wrote about has arrived, and it is moving faster than almost anyone expected.
Yet I still see smart, capable people buried in work that keeps them from what only they can do. Teams are overwhelmed and learning by trial and error. Founders are stuck in the weeds. It does not have to be that way.
When ChatGPT appeared, something shifted for me. I wanted to understand it from the inside, so I rebuilt my own business around AI and learned, often the hard way, what works. Today over 40 AI Employees run alongside me, and I show other businesses how to build their own.
I started with the workflows, playbooks and processes that already worked, then built one automation and one AI Employee at a time. Projects that took weeks now take hours.
Most leaders do not have time to find out what AI can really do. They are too busy. One of the biggest lessons my businesses have taught me is this: do not be a busy fool.
How I help
I help founders and their teams become AI-native. I know which tools are worth your time, where the real gains are, what to skip and how to bring your people with you. The result is a business that keeps improving, with gains that release time rather than add stress.
Underneath it all is a simple belief: businesses and people can always get better. AI should handle the doing, so people can get back to the work only people can do.
As an entrepreneur, AI strategist, consultant, trainer and keynote speaker, I show live examples of what AI is doing inside real businesses. For a select few, we implement the solutions for you.
Faith, Risk and AI: Discerning Leadership in a Disruptive Era
Explore when to step out, when to hold back, and how to lead well through change.
Businesses I’ve worked with




























Speaking
- 01Stop Managing, Start OrchestratingAI Founder Mode
- 02One Founder, 100 AI EmployeesThe Org Chart Behind Hyper-Growth Companies
- 03AI Is the New ElectricityWhy the Fortunes Are Made in What Gets Built on Top
- 04FutureproofWhy the Next Disruption Will Not Announce Itself
- 05The Lessons from FailureWhat My Biggest Mistakes Taught Me About AI
I speak to leadership teams, conferences and company events.
Book me to speak
“Practical, inspiring, and rigorously researched.”Dave Duarte, CEO of Treeshake, WEF Young Global Leader
“A book with soul and intelligent insights...”Jeff Bullas, Founder, jeffbullas.com
“Use this as a desktop reference to guide your company and career.”Jeremiah Owyang, General Partner, Blitzscaling Ventures