Coach as Entrepreneur

Want to hit six figures as a coach? David Taylor-Klaus did it in 10 months. In this episode, he breaks down the difference between selling and enrolling, why "life coaching vs. business coaching" is a false choice, and the exact systems that scale a coaching practice profitably. From celebration practices that accelerate results to the question "what will this look like when it's easy?" that trans...

Harry Hastings didn't just leave a 33-year career in education—he built something entirely new. After decades of leading schools and mentoring educators, Harry made the bold decision to launch The Sherpa, an executive coaching practice dedicated to helping leaders navigate their most challenging transitions with clarity, confidence, and purpose. In this candid conversation, Harry shares the real s...

Phil Hayes-St. Clair sat in a military hospital chair, breaking out in full-body sweat as the doctor delivered devastating news: his dream of becoming an Australian Army pilot was over. With zero Plan B and his entire identity wrapped up in that goal, Phil entered what he calls the "spin cycle"—trying to figure out what comes next when everything you planned is ripped away. Twenty years later, Phi...

When Leaders Can't Lead: The Courage Crisis in Education with Phil Roberts What happens when the most dedicated leaders become their own worst enemies? After 21 years as a principal and 30+ years in educational leadership, Phil Roberts has seen it all from transforming failing schools into thriving communities to coaching drowning executives back to shore. Now, as an ICF-accredited coach and consu...

Building a Coaching Business with Intention – Not by Accident What does it really take to build a coaching business that creates deep impact without desperate selling? And how do you design a practice around the life you want – not just the income you need? In this episode, David sits down with Eileen Rogers, a former CEO who built and sold a multimillion-dollar marketing company after 40 years be...

Sam Chia spent 35 years in corporate leadership - VP roles, Fortune 500 companies, running regional businesses across Asia. He was successful by every traditional measure. Then he discovered coaching by accident. While traveling 60-70% of the time as a regional VP, Sam noticed his team constantly queuing outside his office like patients at a clinic - waiting for him to solve their problems and app...

In this episode of Coach as Entrepreneur, David sits down with Francis Strickland, a business strategist and coach who brings 30 years of global corporate HR leadership to small and mid-sized businesses. Now based in Switzerland after a remarkable career journey from South Carolina to Wisconsin and beyond, Francis shares powerful insights on what it truly means to build a coaching business with cl...

In this episode of Coach as Entrepreneur , David sits down with Mel Rosenthal —a Melbourne-based coach and mentor to founders and executives—about shifting from corporate leadership into purpose-driven coaching. Mel shares how informed curiosity, constant reflection, and simple systems create sustainable practices; why purpose can be a better north star than goals; and how relationships and reputa...