The Steady Leader: The Entrepreneurial Balancing Act with Schuyler Williamson, USMA ‘05
Mar 21, 2025
“I’m okay being number one until I can put myself in a position where I become number two again. The hardest part as a young entrepreneur is trusting that someone will be as hungry as you are.” – Schuyler Williamson, USMA ‘05
Schuyler Williamson is an accomplished leader with a background in business, real estate, and mentorship. A West Point graduate and former college baseball player, he brings a competitive mindset and strategic approach to every endeavor. As the founder of Williamson Group Real Estate, he has built a thriving business as a real estate professional, investor, and entrepreneur.
As the author of The Steady Leader, Schuyler shares his expertise in leadership and personal development. Passionate about mentorship, he volunteers with SCORE Mentors to guide entrepreneurs and supports individuals with cognitive disabilities at Marbridge. He also speaks on leadership, business strategy, and resilience, helping others navigate challenges with confidence. Today, Schuyler is focused on expanding his business, mentoring the next generation of leaders, and continuing to make an impact.
In this episode of the SABM podcast, Scott chats with Schuyler about:
From West Point to Real Estate Leader: Schuyler’s journey from baseball player and military officer to building a thriving real estate business.
The Power of Letting Go: Why handing off operations to the right leaders is key to business growth and personal freedom.
Leading with Stability: The Steady Leader—Schuyler’s book on leadership models that drive long-term success in business.
Scaling with Strategy: How EOS, Profit First, and 90-day planning drive success in his businesses.
Turning Problems into Opportunities: How a vacant retail space led to launching a thriving laundromat franchise.
Timestamps:
01:28 Entrepreneurial Ventures in Austin
03:28 The Laundromat Business Model
06:09 Leadership and Delegation
09:54 Vision and Planning for Growth
15:21 The Steady Leader: Book Inspiration
21:57 The Essence of Brotherhood and Purpose
22:22 Spiritual Health and Leadership
22:56 Writing as a Gift to the World
23:25 A Leader’s Journey: From Military to Business
25:57 The Transition to Real Estate
28:57 Learning the Math of Real Estate
29:35 Starting a Real Estate Team
31:07 The Entrepreneurial Model
32:59 Vision and Execution
36:54 The Importance of Vision and Planning
Connect with Schuyler:
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A special thank you to Schuyler for joining me this week. Until next time!
-Scott Mackes, USNA ’01