Oberlander was converted to halfback from the tackle position, and had a "terrific straight arm". In 1925, Oberlander passed for 14 touchdowns and ran for 12. Dartmouth defeated Harvard 32–9, its best victory to date over the Crimson. In a 62–13 victory over Cornell, Oberlander had 477 yards in total offense, including six touchdown passes, a Dartmouth record which still stands. He was responsible for some 500 yards of total offense. Cornell coach Gil Dobie responded "We won the game 13–0, passing is not football." The season closed with a 33–7 victory over defending Big Ten champion Chicago. Oberlander threw three touchdowns.