The Scaling CEO

Over the last few months, I interviewed 50 CEOs across manufacturing, logistics, SaaS, and EdTech to understand how leaders are actually using AI today. What I found is clear: the experimentation phase is over. CEOs are embedding AI directly into strategy, operations, engineering, customer support, and risk management. In this episode, I break down five real ways AI has moved from pilot to infrastructure.

In this episode, I sit down with SC Moatti to explore how AI is redefining product management. We discuss why traditional experimentation is breaking down, how AI introduces new risks, and what CEOs must rethink when building and scaling products today.

In this episode, I talk with Patrick Brown about why execution breaks down without measurement. We explore how CEOs can build measurable systems, scale global teams, and avoid being controlled by the business instead of controlling it.

In this episode, I talk with Chris Jones about how cash flow—not outside funding—powered his company’s growth. We break down why starting with limited capital forced discipline, protected margins, and helped build a profitable business while others burned cash.

In this conversation, I speak with David Rabie about the moment a critical funding round collapsed with only weeks of runway left. We unpack how he managed the pressure, kept the team aligned, and turned a near-failure into a defining leadership moment.

In this episode of The Scaling CEO Podcast, I speak with Levi King, CEO and Chairman of Nav, about a hard truth of leadership: many problems at scale start with the CEO. We talk about self-reflection, owning mistakes, people decisions, and how leaders lose alignment when they blame others instead of looking inward. Levi also shares lessons from building multiple companies, sitting on boards, and how CEOs should think about using AI to work better without losing accountability.

In this episode of The Scaling CEO Podcast, I speak with Carver Anderson, CEO of Suggestic and former co-founder of MindBodyGreen, about the real decisions that determine whether scaling works—or quietly fails. We talk about recognizing when a strategy is no longer right, scaling teams and leadership capacity, trusting others to take ownership, selling into large regulated enterprises, and how AI can accelerate both internal operations and customer-facing outcomes.

In this episode, I talk with Mark Wald about the financial blind spots that show up as companies scale. Mark explains why growth puts pressure on cashflow before it shows results, how CEOs should think about the right metrics, and why poor visibility hides real performance issues. We also talk about the shift from founder to CEO, building systems that scale, and where AI actually helps in finance and operations without replacing human judgment.

In this episode, I talk with Mehdi Daoudi about failure, leadership, and what really matters when you’re scaling a company that can’t afford downtime. Mehdi shares a mistake that took down 5,000 ad servers and explains how the response to that failure shaped how he leads teams today. We also talk about blind spots CEOs develop as they scale, why staying close to customers and hiring matters more than ever, how quality and resilience become company-wide responsibilities, and how AI is changing operations without replacing judgment.

In this episode, I talk with Lindsey Carnett about the competitive mindset every CEO needs to scale. Lindsey shares the tough-love lessons she learned as an athlete and how they shaped her approach to beating competitors, building a stronger team, and finding blind spots in your growth strategy. We also talk about financing, data-driven marketing, and how AI is changing the way agencies operate.