In this episode, I sat down with Doug Merritt to talk about what truly drives success when scaling a company. We explored why focusing too much on outcomes can hold you back, and how learning, curiosity, and strong feedback systems are what actually create long-term results. Doug also shared insights on building culture, aligning teams, and how leaders should think about AI, not just as a technology shift, but as a human challenge that requires adoption, learning, and discipline.

In this episode, I spoke with Kevin Hohe about what it really takes to scale a business, from letting go of doing everything yourself to building a true people-first company. We discussed how many founders tie their identity to the work, why culture must be protected at all costs, and how resilience and belief in your vision are what keep you going when things get tough. We also explored hiring, leadership, and how Kevin thinks about using AI to support people, not replace them.

In this episode, I talk with Alberto Gimeno about product market fit and one of the hardest decisions CEOs face, focus. We discuss what happens when you try to serve too many markets at once, why that slows growth, and how to identify where real demand is coming from. Alberto shares how testing multiple customer segments helped validate demand, but also created complexity, and why committing to one segment is what ultimately unlocked growth. This is a practical look at how CEOs should think about focus, ICP, and scaling.

In this episode, I sit down with Steven Monterroso to talk about one of the biggest bottlenecks in scaling a company, the CEO. We break down why operating from a daily to do list is a warning sign, and how delegation, systems, and processes are what truly enable growth. Steven shares how CEOs can stop chasing tasks, let go of perfection, and build teams that execute without constant involvement. We also discuss prioritization, operational efficiency, and how to free yourself to think strategically.

In this episode, I speak with Talbot Gee about what really changes as a company scales. We discuss why many CEOs get stuck operating in their comfort zone and how that becomes a limitation as the organization grows. Talbot explains how the role of a CEO evolves across finance, operations, sales, and strategy, and why leaders must continuously adapt. We also explore curiosity, learning from peers, and how the best CEOs keep evolving as their companies become more complex.

In this episode, I sit down with Howard Chang to unpack one of the most overlooked barriers to scaling as a CEO, ego. We talk about how early success can create blind spots, why many leaders struggle to trust people who are better than them, and how that limits growth. Howard shares lessons from failure, rebuilding, and leading multiple companies, including how to think about problems more deeply, build the right team, and shift from doing everything yourself to surrounding yourself with the right people.

In this episode, I sit down with Chris Crowe to break down how AI is reshaping organizations and leadership thinking. We discuss why blindly trusting AI outputs is dangerous, how to shift from a doing mindset to a thinking culture, and what it takes to scale operations while maintaining control. Chris also shares insights on compliance, communication, team building, and how CEOs can use AI effectively without losing critical judgment.

In this episode, I talk with Kriti Sharma about how AI is changing the way CEOs should think about building products and scaling companies. We discuss why starting with real customer problems matters more than data, how to achieve product-market fit faster, and why focusing on a few key customers allows you to solve multiple problems at once. Kriti also shares how immersive, on-the-ground building leads to better outcomes and stronger adoption.

In this episode, I speak with Joshua Gould about the real weight of being a CEO. We go deep into what changes when you take the top seat, from making decisions alone to managing a global company across 80 countries. Joshua shares lessons on handling pressure, scaling internationally, navigating complexity, and how AI is transforming operations while still requiring human judgment.

In this episode, I sit down with Chris Rolls to talk about what it really takes to scale as a CEO. We explore the shift from being hands-on to leading globally, why trying to do everything slows your company down, and how to build a leadership engine that keeps growing with the business. Chris also shares how to invest in people, manage global teams, and use AI without losing quality as you scale.