Richmond (VFL) Having played with South Melbourne Districts in 1919, Whitehead moved to Richmond where he topped the reserves goal-kicking tally in both 1920 and 1921. He played two senior games for Richmond in the
1921 VFL season.
Camberwell (MDL) He left to join
Camberwell, then in the Melbourne Districts League. A good year in 1924, where he kicked 68 goals.
Hawthorn (VFL) He transferred to
Hawthorn when they joined the VFL in 1925. He played at full forward in their first ever VFL match but was dropped after one week and did not play another senior VFL football match.
Camberwell (VFA) In 1927 Whitehead was granted a permit to return to Camberwell.
Tooronga (MAFA) He played for the
Tooronga Football Club in the
Metropolitan Amateur Football Association (MAFA) for two seasons: 1928 and 1929. ==Later life==