The Intentional Investor #55: Craig Wilson
Matt Zeigler
June 24, 2026·Money
Craig Wilson joins Matt Zeigler on The Intentional Investor for a conversation about anxiety, ambition, identity, faith, work, and what happens when a life built on performance finally breaks. Craig traces his path from a Tennessee farm to Harvard Business School, banking, family office leadership, the redevelopment of San Antonio’s Pearl Brewery, four months without sleep, and the transformation that taught him the difference between doing and being.
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