Oberlander was an assistant coach at Ohio State University from 1926 to 1929 and head coach at Wesleyan University from 1930 to 1933. While at Wesleyan, he commuted to New Haven and received his MD from Yale School of Medicine. Later, Oberlander served as Medical Director for National Life Insurance Company of Vermont and Prudential Insurance Company in Chicago and Newark. Oberlander was inducted into the College Football Hall of Fame as a player in 1954.