From Personas to Purpose: Kevin Hawkins on Strategic Leadership


In this episode of That Pivotal Moment of Change, Kevin Hawkins shares a thoughtful look at his evolution from building products to building high-performing teams. Reflecting on experiences that span from fintech startups to global travel platforms, Kevin opens up about what it really takes to scale teams—from 6 to over 100—and the mindset shifts that come with it. One of the most compelling ideas in this conversation is Kevin’s use of stakeholder personas—a concept that applies product thinking not just to users, but to the people around the product. By understanding stakeholders’ motivations, fears, and communication styles, Kevin builds trust, aligns strategy, and leads with intention. We also explore his transition from individual contributor to people leader, the tension between coaching and directing, and the clarity that comes from leading with empathy over ego. Whether you're growing a team, stepping into a new leadership role, or rethinking how you build influence, Kevin’s story offers clarity and inspiration for the journey ahead.