Leaving Executive Pay for Coaching

Scott Simon walked away from a high-paying executive career to become a leadership coach — and the journey that led him there is anything but ordinary. From playing D3 volleyball at Santa Clara after turning down Princeton, to navigating corporate law and a company bankruptcy, to ultimately trading a corporate paycheck for the freedom to build something on his own terms, Scott brings a rare depth of lived experience to every coaching conversation. In this episode, he and Evan Leong unpack the mindset shifts, practical frameworks, and personal turning points that define a life built around continuous reinvention and service to others. Watch now to discover what it really takes to lead — and to let go.