Decision Points E64 – From Pressure to Purpose: A Real Estate Legacy Rewritten with Bill Cawley

Bill Cawley’s life is a testament to the power of second chances. In this episode of Decision Points, the Chairman and CEO of Cawley Partners opens up about the trials, triumphs, and turning points that shaped his extraordinary path - from a small Midwestern town, through the depths of addiction, to the heights of commercial real estate success.

Bill shares a deeply personal account of battling alcoholism, missing his shot at college, and becoming a father at age 18. With only $300 and a stereo, he moved to Dallas and began rebuilding from scratch. His raw honesty about that season - marked by mistakes, hard-earned Decision Points, and a lot of hustle - paints a vivid picture of what grit and determination really look like.

Then came 1997: a near-fatal motorcycle accident that changed everything. Confronted with his mortality, Bill experienced a spiritual awakening that would anchor his journey into sobriety and purpose. That moment of reckoning led to mended relationships, renewed faith, and a completely redefined sense of success.

Today, Bill leads a 100-person team at Cawley Partners, spanning office, multifamily, and industrial real estate sectors. He shares how early mentors like Rainwater and Bonderman shaped his understanding of deals, and why he believes real success lies not in what you build. but in who you become while building it.

More than just a business story, this is a story of redemption, leadership, and legacy. Bill’s message to fellow entrepreneurs is clear: find your purpose before the business ends, and invest in a life that outlives your career.