Standing at just 170 centimetres tall and weighing 62 kg, Chicken was a deceptively quick winger who played 150 games for Fitzroy between 1930 and 1940. Recruited from Collingwood Technical School and East Brunswick Methodists, where he was coached by former Fitzroy player Arnold Beitzel, Smallhorn later became a long-time panellist on Harry Beitzel's TV show. His early football was played as a rover, but a best-on-ground performance on a wing in his debut with Fitzroy had him permanently shifted to that position. He played his first game for Fitzroy, on 24 May 1930, against St Kilda at the Junction Oval. It was reported that "Smallhorn … was particularly cool and clever on the wing", in a side that unexpectedly lost to St Kilda 15.18 to 8.10, and that "in Smallhorn they have unearthed a most promising wingster, who in his first game was their best performer." He won the Brownlow Medal in 1933, and represented Victoria seven times. He had intended to retire at the end of the 1939 season; however, the Fitzroy Club convinced him to play again in 1940. In the round four match against Essendon, on 18 May 1940, now 29 years of age, Smallhorn was Fitzroy's best player. He received a knock behind the knee in the last five minutes of the match; and the injury was so severe that it ended his career.
He enlisted in the AIF in June 1940. During the war he was taken prisoner by the Japanese and was in Changi prison for three years and he was on the Burma Railway prior to that. In 1942 Smallhorn was the main organiser of a football competition in Changi which consisted of six teams named after VFL clubs. The season lasted nine months and was run under similar lines to the VFL. They had clearances, tribunals and even their own Brownlow Medal known as the "Changi Brownlow". The first winner was Peter Chitty, who had played for St Kilda in the VFL. The climax of the season was the final game between "Victoria" and the "Rest of Australia", which attracted 10,000 spectators.
Family
Engaged to Violet Phyllis Burn in May 1939, and married in 1940, he was in the army when their son, Robert Leonard Smallhorn, was born. Because Smallhorn didn't return home until October 1945, Robert was almost four before he was introduced to him. Robert died in 1957 with cancer.