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This is the only J W Gregory in WO338 as an army officer, and only man in LG.
1896 Jun 29. Born Barton on Irwell, Lancashire
1896 Aug 26. Baptism: St Stephen, Hulme, Lancs. James Waugh Gregory - [Child] of Thomas Henry Gregory & Esther Abode: 4 Rose St. Occupation: Engine Driver
1901 census at Cornbrook Pk Rd, Stretford
1911 census at : 17 Eastnor Street Old Trafford, Manchester
1917 Apr 25 Commissioned 2nd Lt. The undermentioned cadets to be temp.. 2nd Lts.R.W. Fus.— James Waugh Gregory
1918 Oct 26. R.W. Fusiliers. 3rd Garr. Bn.— Temp. 2nd Lt. J. W. Gregory to be temp. Lt.
1919 May 12. Married in Cork
1919 A fruiterer living in Salford
1921 Sep 1. The undermentioned relinquish their commissions on completion. of service. R.W. Fus. 3rd Res. Garr. Bn.— Temp. Lt., and retain, the rank of Lt : - J. W. Gregory
1921 Jan 4. Joined ADRIC with service no 1427. Posted to N Coy. Joined in Ireland
1921 Feb 11 On a raid under DI1 AH Daniel
1922 Jan 14. Discharged on demobilisation of ADRIC
1922 Jan 27. R.W. Fus.—Lt. James Waugh Gregory, late Serv. Bn., to be Lt., 27th Jan. 1922, with seniority 27th Aug. 1921
1925 Electoral Roll at Addison Crescent, Stretford, Manchester with Dorothy
1941 living at 12, Church Road, Lancashire, England
1949 Trial. He absconds and the trial is postponed sine die, and never appears to have resumed
His death is not in UK. My assumption is that he emigrated