Educated at Lausanne and Paris, known as "Harry", he trained as a mining engineer and became a director of several South Wales collieries. He was High Sheriff of Monmouthshire for 1921 and a JP in three counties.
On 28 January 1916, he was made a baronet, of Llwynarthen, Monmouth. On his death the baronetcy became extinct.
Marriages
He was married twice: in 1894 to Ellen Williams, who died in 1919; and then to Helena Kate de Paula.
Basil Webb
His only son, Second Lieutenant Thomas Harry Basil Webb (1898–1917), known as "Basil", Welsh Guards, was killed in action in World War I, on 1 December 1917, at the age of 19. Basil Webb had been the model for the famous Welsh sculptor Sir William Goscombe John RA when he produced the bronze sculpture, "The Boy Scout" in 1910. At the age of 12, Basil also composed the Refectory Prayer for Chester Cathedral, which remains in use today. In 1919 Sir Henry Webb bore the costs of renovating the crypt and altar of Chester Cathedral, where an inscription may still be found identifying the restoration work "in memory of his gallant son and his companions".[citation needed]