He was nominated though not selected for an Associated Press All-Time Southeast 1869-1919 era team.

In 1922 and 1923, Freeland co-coached the SMU Mustangs football team with his former teammate at Vanderbilt, Ray Morrison.

The two effectively shared the heading coaching duties, with Morrison focusing on the backfield and ends, and Freeland mentoring the linemen.

[3] In 1925, Freeland became the first coach of the Texas Tech Red Raiders football team, then known as the Matadors.

[4] He is credited with designing Texas Tech's Double T logo and had it put on the sweaters of football players.