Tommy started his flying training on Tiger Moths in October 1938 at RAF Prestwick. By December he had done nearly 60 hours flying and his proficiency as a pilot was described as 'average'. The RAF General Duties branch published in the London Gazette of 27th December 1938 that he was granted a short service commission as an Acting Pilot Officer. At the beginning of 1939 he progressed to Harvards and was awarded his flying badge in June from No 12 Flying Training School at RAF Grantham. By 1940 he was flying Hawker Henleys, Hurricanes and Spitfires, presumably as part of the Ferry Pilots pool as his logbooks record that he mainly flew between RAF bases. On 7th June 1940 his adventure really began. He was one of a group of pilots from RAF Hullavington who were called on to deliver 6 Hurricanes to Egypt to help with the war effort. Tommy was a relief pilot and flew in the accompanying Hudsons when he was not piloting his Hurricane. They called in at Tangmere for refuelling before heading for Bordeaux and Marseilles. Upon landing at Marignane, one of the pilots ran into an old bomb crater and the plane tipped onto its nose. Pilot and plane had to be left behind and the remaining five Hurricanes and two Hudsons set off for Tunis. There they encountered more problems as two of the Hurricanes had defective fuel pumps and would be unable to make it from Tunis to Mersa Matruh as intended. The Squadron Leader in charge of the convoy asked for permission to stop in Malta and, at first, the Air Ministry refused but the decision was reversed after a signal from the Governor of Malta, Sir William Dobbie, who requested the Hurricanes should be diverted to the island to help in its defence. The war in Malta was already underway, the first air raid had taken place on 11th June, and the tiny island only had three ancient bi-planes, Gloster Gladiators, (which were to be famously christened Faith, Hope and Charity) to defend itself against Mussolini's Regia Aeronautica so the Hurricanes could not have arrived at a better moment. According to Tommy's log book he arrived on 19th June at Luqa airfield. He was told that he would remain on attachment to the Hal Far fighter flight which would become 261 squadron.