He was a wheat farmer, inventor and farming machine manufacturer.[1][2]
He married Ruby Maud Howard on 26 March 1918 at the Baptist Church in Goombarganah, New South Wales.[1] They had three sons and two daughters.[1]
Headlie died on 22 March 1957 in Sunshine, Victoria.[1][3] He was cremated,[1] with remains interred at Fawkner Memorial Park in Fawkner, Victoria.[4]
In 2018, the town of Henty, New South Wales unveiled a bronze sculpture of Headlie in his honour. The statute depicts Headlie working on part of a harvester.[2]
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