You Win Bigger Deals When You Stop Following the Crowd | The Scaling Executive Podcast

Your Job Isn't to Make Every Decision | The Scaling Executive Podcast

In this episode, I talk with Cleveland Brown, CEO and Co-Founder of Payscout, about building a culture that scales. We discuss why great leaders create environments for better decision-making, how to integrate culture during acquisitions, the importance of defining company values, fostering innovation, and how executives should think about adopting AI inside their organizations.

Your Business Isn't Ready for AI-Powered Cybercrime | The Scaling Executive Podcast

In this episode, I sit down with Neill Feather, CEO of Point Wild, to discuss leadership, scaling through acquisitions, and the growing impact of AI on cybersecurity. We explore how AI is changing cyber threats, what leaders should know about protecting their businesses, how to integrate acquisitions successfully, and why mentorship and continuous development remain essential as companies scale.

AI Still Needs You to Get It Right | The Scaling Executive Podcast

In this episode, I speak with Jennifer Rotner, Founder and CEO of Elite Creative, about scaling both yourself and your business. We discuss letting go as a founder, building systems that support growth, creating a thriving remote culture, and why human judgment is becoming even more valuable in the age of AI. Jennifer also shares how her company is embracing AI while keeping people at the center of every decision.

You Win Bigger Deals When You Stop Following the Crowd | The Scaling Executive Podcast

In this episode, I sit down with JR Butler, Founder and CEO of Shift Group, to explore what it really takes to build a high-performing sales organization. We discuss why the best salespeople challenge conventional thinking, how founders should transition from founder-led sales to scalable sales teams, lessons from building companies through hypergrowth, and how AI is changing the future of selling. If you're leading a growing company, this episode is packed with practical leadership and sales insights.

"That's How We've Always Done It" Is Costing You | The Scaling Executive Podcast

In this episode, I talk with Daniel Arbour, President and CEO of Oshawa Power, about leading culture change inside established organizations. We discuss transforming legacy systems, building a performance-driven culture, empowering frontline employees, managing large-scale operational change, navigating the future of energy, and preparing organizations for AI. Daniel shares practical lessons on leadership, feedback, execution, and how executives can create lasting change by challenging old assumptions.