To have been a 2nd Lt in TA in 1909 implies a middle class family.
1877 May 13 Born Surrey (from RIC)
1901 census at Lee on Solent , Hants
1909 Mar 22. 6th (Duke of Connaught's Own) Battalion, The Hampshire Regiment; Henry James Webb to be Second Lieutenant.
1914 Oct 9. The 6th Battalion sailed for India, landing Karachi 11 November 1914. 16 September 1917 : landed at Basra and remained in Mesopotamia for the rest of the war, attached to 52nd Brigade, 17th Indian Division.
1917 Sep 11. Entered war zone in Mesopotamia
1920 Sep 21 Joined ARIC with service no 605. Posted to F Coy
1921 May 28. Posted to Z Coy
1922 Jan 6. Posted to Depot
1922 Jan 10. Territorial Army. The undermentioned Offrs. relinquish their comns., 30th Sept. 1921, under A.O. 166/21 as amended by A.O. 332/21, and retain their rank. Capt H J Webb
1922 Jan 18. Discharged on demobilisation of ADRIC