Before joining the Western Bulldogs, Dickson had been playing for various football clubs around Victoria.

In 2009, he won the best and fairest award at Victorian Football League (VFL) club Frankston.

[1] After being overlooked for the AFL Draft, Dickson played for Noble Park in the Eastern Football League.

At the age of 24, Dickson was selected by the Western Bulldogs in the 2011 National Draft, with pick #57.

[2] Dickson made his debut in round 1 of the 2012 AFL season against West Coast.