AI is fundamentally changing how companies are discovered online and Jon Mest is building at the center of that shift.

In this episode, we sit down with Jon Mest, Founder and CEO of ChatRank, an AI-driven platform helping companies improve how they appear in AI-powered search results. A former Wall Street investment banker turned operator and entrepreneur, Jon brings a grounded, practical perspective to one of the biggest transformations happening in marketing and search today.

We talk about Jon’s leap from finance into entrepreneurship, the decision to bootstrap ChatRank while raising a growing family, and why building the product first for internal use shaped the company’s rapid growth trajectory. Jon also shares his philosophy on sustainable growth, long-term value creation, and why he believes the future of marketing will require a more human-led approach even in an increasingly agentic AI world.

From AI search disruption to founder conviction and modern brand strategy, this conversation explores what it really takes to build thoughtfully in a landscape changing faster than ever.

Healthcare isn’t broken, it’s just built for the wrong outcome. It’s optimized for treatment, not health.

Dr Olusegun Ishmael saw that up close as a physician and instead of working around it, he decided to rebuild it.

In this episode, we get into the real shift: from reactive, episodic care to continuous, AI-driven engagement. Not theory, actual behavior change, real patient patterns, and what it takes to keep people healthy before they hit the system.

We talk about where AI actually works in healthcare (and where it doesn’t), why patient behavior is the hardest problem in the room and what it looks like to design care that’s always on—not just when something goes wrong.

Because the future of healthcare isn’t more treatment. It’s fewer reasons to need it.

AI is everywhere.
Execution isn’t.

We sat down with Myles Harrison to talk about what works and why most companies are lighting money on fire pretending they “have an AI strategy.”

We get into:

• Why bad AI consulting feels like getting your watch stolen then sold back to you
• What has to be true before AI does anything useful
• How to build workflows that actually perform (not just look good in a deck)

And also… serious question:
Has Mark Zuckerberg replaced himself with a very calm, very consistent AI agent?

If your AI isn’t driving outcomes, it’s not strategy. It’s cosplay.