[3] Glass began his career at Melbourne as a midfielder, kicking only eight goals in his first 13 games, but polling seven Brownlow Medal votes.
Glass left Melbourne at the end of 1938 having played 78 games and amassed 138 goals—[6] the Demons went on to win the next three VFL premierships.
[7] Having left Melbourne, Glass was recruited by Williamstown, who played in the VFA, the second tier Australian rules football competition in Victoria.
[8] In his first season with Williamstown, the Seagulls won their third VFA premiership, winning the Grand Final against Brunswick by a single point, with Glass playing as a ruck-rover.
[9] Glass played with Williamstown from 1939 until 1941, when he enlisted in the Royal Australian Air Force to serve in World War II.