The son of Reuben John and Frances Ellen Winter, Rupert Randolph Winter joined the Royal Naval Air Service on 25 April 1916. Flight Sub-Lieutenant Winter received Royal Aero Club Aviator's Certificate 3066 on a Maurice Farman biplane at Royal Naval Air Station, Chingford on 14 June 1916. Soon after he claimed his fifth victory on 3 February 1918, Flight Commander Winter was killed in action when his plane went down southwest of Roulers. Evidence suggests Winter may have been shot down by a Fokker DR.I flown by Otto Fruhner of Jasta 26.
Great Britain, Royal Aero Club Aviators' Certificates, 1910-1950