What does it really take to scale a company wisely?
In this episode of Wired for Change, host Amy Yee sits down with tech industry veteran and former CEO Rich Napoli to explore the critical decisions leaders face at every stage of organizational growth. From deciding how much structure is too much (or too little), to knowing when a role—or a person—no longer fits, Rich brings decades of hard-won insights from growing companies across multiple sizes and sectors.
We talk about:
Why organizations need the right-sized structure at each growth stage
How to avoid growing too fast—or staying too small for too long
Hiring the right first five people and building culture from day one
What to do when early team members no longer scale with the business
How to build scaffolding that supports growth without smothering it
The CEO’s evolving role as organizations mature
Rich shares powerful analogies—from biology to startups—and candid stories from his time leading product development, scaling teams, and helping companies navigate high-stakes transitions.
If you're a founder, executive, or transformation leader trying to make the right calls at the right stage, this episode is full of insights you won’t want to miss.
🎧 Listen now and subscribe to Wired for Change for more conversations on scaling, transformation, and leading through complexity.