 He was killed in action during World War I.

Callaway appeared for Paddington in Sydney Grade Cricket in 1913–14, playing alongside Monty Noble.On his first appearance at the age of 17 years and 175 days, he top scored with 41 against Balmain, followed by 16 and 26 (top score again) against University and 137 not out with 24 boundaries against Middle Harbor.Sydney Morning Herald went on a stream of praise for the hundred, calling it "a splendid innings, entirely free from blemish", and about the "crispness and strength of his driving", "straight bat" and "splendid judgment" He scored 578 runs in the season for Paddington at an average of 41.28 and took three wickets.