I’m James Sheppard. I’ve built three companies and advised dozens of Fortune 500 executives. Now, I’m the coach I always wanted when I was building my businesses.
I’ve spent 15 years as a founder, building three companies, raising millions in venture capital, and achieving two exits (so far). Throughout this journey, I learned that true success isn’t just about strategy or execution—it’s about emotional intelligence, mental clarity, and the ability to lead effectively under pressure. The ability to stay grounded, even when the stakes are high, is what separates the good from the great.
For about half of my time as a founder, I had an executive coach. Before that, I had plenty of input, but everyone around me—co-founders, investors, even team members—had their own agenda. Having a coach meant having a thought partner whose only agenda was my success. They challenged my thinking, helped me reset, and brought clarity to my leadership. That unbiased support was game-changing.
After the acquisition of my second company, I took a sabbatical to reflect and recharge. During that time, I found myself informally coaching other founders who came to me for advice. I loved it. I realized that coaching was my true passion—helping others unlock their leadership potential through Inner Game work.
Why I Coach
Get Maximum ROI from the most important asset - YOU.
When I started my third company, traction was going great. Yet I couldn’t shake the draw to help others through coaching. It was the human dimension—leadership, communication, purpose, focus—that had captured my attention and wouldn’t let go.
With the help of my extraordinary coach, I decided to step back from leading my third company and fully commit to coaching. I made it my mission to help founders like you develop the self-awareness, clarity, and emotional intelligence you need to thrive—not just survive—in the entrepreneurial world. These are the tools that help you navigate the challenges of leadership and make decisions with confidence, even when things are uncertain.
Today, I focus on ensuring your business is getting maximum ROI from its most important asset - YOU. Through Inner Game work, you’ll refine the leadership skills that allow you to stay focused, manage stress effectively, and lead your business through the inevitable ups and downs to a version of success that genuinely feels like Thriving.
