Kyle Matthews on transitioning from football to building a $78B Brokerage. episode artwork

EPISODE · Apr 14, 2026 · 22 MIN

Kyle Matthews on transitioning from football to building a $78B Brokerage.

from The CEO Series · host Executive House

Kyle Matthews grew up in the most decorated football family in NFL history. Four first-round picks. A Hall of Famer. Decades of combined pro careers. He went a different direction. With a team of 25 and a gap in the market he couldn't ignore, Kyle walked away from a top-producing career and built Matthews from the ground up — now the largest privately held commercial real estate brokerage in the country. 31,000 transactions. $78 billion in deals. Zero outside investors. In this episode, we sit down with Matthews™ Founder and CEO, and host of the Matthews Mentality podcast, Kyle Matthews to talk about what it really takes to scale a company, why he believes AI may be the biggest threat commercial real estate isn't paying attention to yet, and what Pete Carroll taught him about building a culture people actually want to be part of.

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Kyle Matthews on transitioning from football to building a $78B Brokerage.

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