In the fall of 1920, Littlefield was hired as the head track coach and freshman football coach, and freshman basketball coach at UT. During this time as head track coach, Littlefield won 25 Southwest Conference (SWC) championships and finished second 14 times. During his tenure 12 of his athletes won NCAA championships and three went on to be Olympians. He coaches 46 All Americans. His team broke numerous world records including, but not limited to, the 440 and 880 yard relays and the 480 yard shuttle hurdle relay. In all, he had four world record-setting relay teams. During his 7 years as head football coach, from 1927-1933, his teams won two Southwest Conference championships and was runner-up two other years. He was also the person credited with the first use of burnt orange as UT’s official color.