[1] Day attended Shirley House School in Blackheath and Malvern College where he was in the cricket XI between 1901 and 1904, as captain in his last two years.

[1][2][4] A right-handed middle-order batsman who could bowl both fast-medium pace and leg breaks, Day scored 1,149 runs in his first season of first-class cricket, playing in 19 matches.

[2] He played sporadically until the 1908 season when he put on 248 runs with Punter Humphreys for the seventh wicket against Somerset at the County Ground, Taunton.

[4] In 1921 Day hit his highest score, an unbeaten 184 against Sussex at Tonbridge, and averaged 111.00 runs per innings for the season.

Due to medical complications he only served on the home front during the war and, after being promoted to lieutenant in January 1919, two months after the Armistice with Germany, was demobilised in April of the same year.

One of Day's sisters, Daisy, married Charles Toppin, a teacher at Malvern College, who played cricket for Cambridge University.