Tyler Cuppy

Born and raised on his family’s multigenerational farm, Tyler has spent his entire life immersed in agriculture. From an early age, he learned firsthand the work, responsibility, and commitment that comes with caring for livestock, managing farmland, and building an operation for the next generation.

Alongside farming, Tyler has worked in ag sales for more than a decade. His career has allowed him to work closely with producers and landowners throughout Missouri and surrounding states, giving him extensive knowledge of crop production, soil productivity, farm operations, and the factors that influence the value and potential of agricultural properties. More importantly, he understands that farmland is rarely just an investment—it can represent a family’s livelihood, legacy, and plans for the next generation.

Tyler brings that lifetime of agricultural experience to his work as a land specialist. Whether helping someone buy their first farm, expand an existing operation, sell a longtime family property, or invest in agricultural land, he understands the decisions involved because he has made many of them himself.

Outside of work, Tyler’s favorite place to be is still on the farm, spending time with his wife, Alex, and their daughters, Kollins and Piper. An avid hunter and outdoorsman, he also enjoys fishing, hunting and sharing his appreciation for the outdoors with family and friends. Whether working around the farm or enjoying time in the woods, Tyler’s connection to the land extends well beyond his professional life.

For Tyler, working with landowners is a natural extension of the life he has always known. He prides himself on building genuine relationships with the people he works with. His approachable, down-to-earth personality allows him to easily connect with clients, listen to what matters most to them, and make the buying or selling process feel comfortable and straightforward. He believes the best working relationships are built on trust, honest communication, and treating every client like a neighbor.

His goal is to provide clients with practical knowledge, expertise, straightforward guidance, and the perspective of someone who doesn’t simply sell land—he lives and works it every day.

Licensed in Missouri.