
About Gregory Schaefer
Dad, husband, CEO, 18-time Ironman living with Parkinson’s.
Greg Schaefer has built a life where business, athletics, family, and resilience converge. As founder and president of Schaefer Enterprises, Inc., he grew a boutique Manhattan insurance agency into a nationally respected firm serving industries from healthcare to construction. In 2019, he sold the company to private equity, a milestone reflecting his vision, leadership, and client-first values. As a husband to Dr. Maryann Mikhail and father to sons James and Jax—both elite athletes in soccer and tennis—Greg’s deepest drive comes from setting an example of discipline and heart for his family, whom he calls his “why.”
Outside the boardroom, Greg has tested his limits as a 18-time Ironman competitor, including six full-distance races and two coveted starts at the Ironman World Championships in Kona. A former Division I basketball player, he carries lessons of endurance and mental toughness from the court to the marathon finish line, racing not just for himself but to inspire his boys and honor his wife’s unwavering support. Each race reinforces his belief that grit—not circumstance—defines success.
In 2023, Greg faced his toughest challenge: a diagnosis of Young-Onset Parkinson’s Disease. Instead of retreating, he leaned into his “dog in the fight” mentality, bolstered by his family’s love—Maryann’s relentless pursuit of the best care and his sons’ reassuring hugs. Today, as a motivational speaker, he shares raw, optimistic stories of resilience, family, and facing adversity head-on. Whether in business, sport, or health, Greg’s message is clear: the race never ends, and we are stronger when we run it together.