Conversations with the people who built businesses that outlast them
Two series in production, plus the rooms we get invited into. Every episode lands here, in full, as it publishes.
Founder Exit Series
What held, and what didn’t, told by the people who soldFirst episodes are being recorded now.
Conversations with owners who sold, and what they wish had been written down before the buyer asked. Episodes publish here as they are ready.
Operator Freedom Series
Getting the business out of your head and into systems anyone can runFirst episodes are being recorded now.
Owners and operators on getting the business out of their heads and into systems the team can run without them. Episodes publish here as they are ready.
Podcast Appearances
Shows we were invited ontoAI Expert: Why AI Is Exposing Fake Gurus & Making Entrepreneurs Lazy
In this episode I sit down with Jeff MacPherson. Jeff is the founder of Cloud37, a 13-year veteran of the tech world, and one of the most unapologetically blunt and polarizing voices in the AI space right now.
Who Can You Trust in the Age of AI?
AI won’t fix a broken business; it’ll expose it. Jeff MacPherson explains how to scale with AI. Most founders are asking, “Which AI tool should I use?”Wrong question.
How to Actually Implement AI in Your Business Without Wasting Six Months
What happens when you move fast in the wrong direction, and how real operators build compounding AI infrastructure.
Is Your Business REALLY Ready for AI? with Jeff MacPherson
Why rushing AI adoption without addressing underlying processes hinders growth, and the critical step most businesses miss before scaling.
You’re Using AI Wrong (And It’s Costing You) - with Jeff MacPherson
Building the world's first Instagram DM chatbot, scaling systems, and creating resilience that survives supplier rule changes.
The Future of Business Automation with Jeff MacPherson
Demystifying AI for growing businesses and building infrastructure so the business does not depend on who is in the room.
What Jeff is seeing inside real businesses, plus new assessments and episodes as they launch.