Montgomery has been working at Dale and Associates since graduating from the University of Mississippi in December of 2017. Since working at Dale and Associates, he has worked on a wide variety of Land Development projects as a project designer for both Commercial and Residential developments. These have ranged from small in-fill type projects, large mixed-use developments, to multi phased subdivisions.

Montgomery is proficient in the rezoning process and detailed design including site layout, storm water management, utility design, and erosion control. Before his time at Dale and Associates he spent his summer breaks working for a grading contractor which has helped him understand how projects are built and has benefited him in the design process. Montgomery currently resides in Old Hickory, is an avid outdoorsman, and Ole Miss sports fan.