Tolly earned his Bachelor of Science degree in business administration in 1987 from C-SC, where he was a member of Alpha Tau Omega. He has worked in the insurance industry for 36 years, including 34 years with American Family Insurance. A certified member of the Chartered Property Casualty Underwriters, Tolly operates three offices with locations in St. Joseph, Kansas City, and Columbia. He was awarded the “Community Impact Award” for the state of Missouri for American Family Insurance in 2022 and was also named one of the “50 Missourians You Should Know” by Ingram’s Magazine in 2021. Outside of work, Tolly enjoys fishing, bow hunting, and traveling. He is married to Kerry and has two children, Matthew and Katlyn, and two stepchildren, Maddie and Katie.