Turner High School in Carrollton, Texas, where he participated in every sport and even became student body president.

Turner High School in Carrollton, Texas, Montgomery was the starting quarterback for the Arkansas Razorbacks in 1968, 1969 and 1970.

[3] The Razorbacks went 28–5 in three seasons with Montgomery as the quarterback, the highest winning percentage (.875) in the school's history over any three-year period.

[3] In 1968, Montgomery led Arkansas to a share of the Southwest Conference title and finished the season by winning the 1969 Sugar Bowl.

[4] After football, Montgomery began an investment career starting in New York before settling in Dallas, Texas.