| Date of birth |
1916-07-22 |
Waverley, NSW. |
| Date and unit at enlistment (ORs) |
1940-10-14 |
Enlisted in the RAAF under the Empire Air Training Scheme. |
| Other |
1941-09 |
Posted to Britain. |
| Date promoted |
1941-12 |
Promoted to flight sergeant. |
| Other units |
1942-02 |
Was appointed to No 149 Squadron, Royal Air Force. In the next few months he acted as a second pilot in raids against Ruhr. |
| Date promoted |
1942-07 |
Appointed to position of first pilot. |
| Other |
1942-07-31 |
Captained an aircraft for the first time in a raid against Dusseldorf. |
| Other |
1942-11-07 |
Flew in a raid on Genoa. |
| Other |
1942-11-20 |
Flew in a raid targeting the Royal Arsenal at Turin. |
| Date of honour or award |
1942-11-28 - 1942-11-29 |
Awarded Victoria Cross posthumously for action at Turin, Italy whilst serving with RAAF attached to No 149 Squadron, 3 Group, Bomber Command, RAF as a flight sergeant. Although the citation of his Victoria Cross shows his rank as flight sergeant, his commission as a pilot officer was back dated to the 15th November 1942. After a night raid on Turin Middleton's aircraft was damaged and low on fuel. Middleton and his second pilot were also severely wounded. Despite his diminishing strength Middleton made the decision to head for the English coast, where five of his crew were able to parachute to safety. Middleton, however, and two of his crew did not survive. Middleton died trying to ensure the safety of his crew. |
| Date of death |
1942-11-29 |
Died as the result of a plane crash in the English Channel. |
| Date of burial |
1943-02-05 |
Middleton was washed ashore at Shakespeare Beach, Dover, on 1 February 1943. He was buried with full military honours in the churchyard of St John's, Beck Row, Suffolk. |