Henfry made his senior debut for Perth during the 1937 season, aged 16 years and 49 days, with only seven other players known to have debuted at a younger age.[1] He played twice at state level during the 1939 season, at the age of 17,[2] and then finished second to Haydn Bunton in the 1941 Sandover Medal.[3]
In 1944, while based in Victoria, Henfry played two games for Carlton. He continued to fly back to Sydney weekly to turn out for the RAAF side as part of sanctioned training.[8] When the war ended, he remained in Victoria, and Carlton requested a clearance from Perth to enable him to play for them. He was forced to sit out the 1946 season as Perth did not agree to a clearance, but was then able to captain Carlton for the 1947 season. It was a successful year, with Carlton defeating Essendon in a one-point thriller in the grand final. The season was capped off when Henfry shared Carlton's best and fairest award with his close friend Bert Deacon, who also won the Brownlow Medal that year, Carlton's first. Henfry placed fourth in the Brownlow count.[9]
In 1949, after some controversy, Henfry captained Victoria against Western Australia, being only the second man to represent Victoria after first representing Western Australia.[10]
Coaching career
Returning to Western Australia before the 1953 season, Henfry captain-coached Perth for two seasons before retiring from playing. He remained as non-playing coach, and in 1955 coached Perth to its first premiership since 1907, with the club winning the grand final by two points over East Fremantle.[11] Henfry remained Perth's coach until the 1959 season, and then again from the 1962 season through to the 1964 season, overall coaching the club in 242 games with a win rate of 57.4%.