Building Garner Lawn & Construction with Matt Garner

What does it really take to walk away from stability and start over? In this episode of Entrepreneurial Shades of Gray, Dani Dials and Chelsey Sayasane sit down with Matt Garner, founder of Garner Lawn and Construction. After nearly a decade in corporate leadership, overseeing multiple retail locations, Matt made the decision to step away and build something of his own.

He started with one truck, one cutting season, and a willingness to figure it out as he went. Today, his company has grown to more than 30 employees, multiple crews, and major contracts, including taking over maintenance at Spring Hill College. Matt shares what those early days really looked like, the challenges that come with scaling a service-based business, and the “gray areas” most people don’t see… from hiring and leadership to cash flow, growth, and risk.

Entrepreneurial Shades of Gray, hosted by FOX10’s Chelsey Sayasane and Dani Dials, is where real conversations meet real stories of resilience, innovation, and growth. Each week, we uncover the journeys of entrepreneurs and business leaders navigating the gray areas of success. From local start-ups to larger powerhouses, our conversations aim to uncover the unfiltered realities behind building and leading a business. Whether you’re an aspiring entrepreneur or a seasoned leader, you’ll find inspiration, challenge, and connection in every episode.