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Kyle Matthews
editKyle Matthews (born May 26, 1982) is an American entrepreneur and the founder and Chief Executive Officer of Matthews Real Estate Investment Services, one of the largest privately held commercial real estate brokerages in the United States.[1] Under his leadership, the firm has grown to over 1,000 agents and more than 25 offices nationwide, with a focus on investment sales, leasing, and capital markets advisory.[2]
Early Life and Education
editMatthews was born in Southern California to former NFL linebacker Clay Matthews Jr. and Leslie Matthews. He is part of the Matthews family, known for its legacy in professional football, which includes Pro Football Hall of Fame inductee Bruce Matthews and Super Bowl champion Clay Matthews III.[1] He graduated from Westlake High School in 2000 and later attended the University of Southern California (USC), where he played football and studied international relations.[1]
Career
editMatthews began his commercial real estate career as a broker with Marcus & Millichap, later becoming Executive Vice President at Colliers International, where he specialized in retail investment sales.[1] In 2015, he founded Matthews Real Estate Investment Services in El Segundo, California, with the goal of creating a broker-first, technology-enhanced platform.[3] The firm rapidly expanded across the United States, offering brokerage and advisory services in sectors such as retail, multifamily, healthcare, industrial, and net lease.[1]
In 2019, Matthews relocated the company’s headquarters to Nashville, Tennessee, citing access to talent and geographic positioning as key drivers of the move.[4]
Under his leadership, the firm has completed tens of thousands of transactions and has been recognized in industry rankings for growth, transaction volume, and agent productivity.[1]
In a June 2024 interview on Fox Business, Matthews discussed trends shaping commercial real estate, including the migration of capital to Sun Belt cities, shifts in investor strategy amid interest rate volatility, and the resilience of income-producing assets during economic cycles.[5]
Leadership Style and Recognition
editMatthews is known for fostering a competitive, high-performance culture influenced by his athletic background. According to CoStar, he “instills gridiron toughness” in his brokerage philosophy and prioritizes mentorship, accountability, and rapid execution.[2]
In 2024, he was named one of GlobeSt’s “CRE’s Best Bosses,” an annual list recognizing industry leaders for workplace excellence and vision.[6]
Media and Public Engagement
editMatthews hosts the Matthews Mentality Podcast, where he interviews entrepreneurs, business leaders, and public figures about leadership, strategy, and performance.[1] In 2025, he appeared on the Bussin’ With The Boys podcast with his brother Clay Matthews III to discuss their upbringing, family dynamics, and the crossover between sports and business leadership.[7]
He has been featured in media outlets such as Commercial Observer, CoStar, Los Angeles Business Journal, Fox Business, and Nashville Business Journal.[1][2][4][3][5]
Personal Life
editMatthews lives in Nashville with his wife and four children. He is active in the Young Presidents’ Organization (YPO). In his personal time, he coaches youth sports.[4]
References
edit- ^ a b c d e f g h "How Kyle Matthews Built a Successful CRE Brokerage in Nashville". Commercial Observer. 2024-06-19. Retrieved 2025-07-28.
- ^ a b c Witthaus, Jack (July 25, 2024). "Brokerage CEO Aims to Instill Gridiron Toughness to Grow in Challenging Economy". CoStar. Retrieved July 28, 2025.
{{cite web}}: CS1 maint: url-status (link) - ^ a b Welk, Hannah (2022-07-11). "Matthews Moves HQ from El Segundo to Nashville". Los Angeles Business Journal. Retrieved 2025-07-28.
- ^ a b c www.bizjournals.com https://www.bizjournals.com/nashville/news/2025/02/12/kyle-matthews-brokerage-nashville-real-estate.html. Retrieved 2025-07-28.
{{cite web}}: Missing or empty|title=(help) - ^ a b "What is the commercial real estate outlook in 2025? | Fox Business Video". Fox Business. 2024-12-30. Retrieved 2025-07-28.
- ^ "CRE's Best Bosses of 2024". benefitspro.com. Retrieved 2025-07-28.
- ^ Bussin' With The Boys (2025-01-14). Clay Matthews Talks Break Up With Packers, USC Dynasty, & His Family’s NFL Legacy With Brother Kyle. Retrieved 2025-07-28 – via YouTube.