21st Century Entrepreneurship

#514 Guffy Wright: How to remove friction in big decisions?

April 20, 2026·20 min
Episode Description from the Publisher

Guffy Wright is a risk advisor and sales leader at The Mahoney Group, working with entrepreneurs and large companies in scale mode. We spoke about how to make high-stakes decisions when millions are on the line. His work sits at the intersection of insurance, strategy, and human behavior—helping leaders think beyond price and into consequences, especially “on their worst day” and their best. A turning point in his career came from repeatedly seeing deals stall even when the value was obvious....

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