As a teenager in Canada before returning to England
After arriving in Ontario, Canada, William was later registered at Trinity College School in Port Hope, on September 29th, 1893. During his time in Canada, he had adopted his brother, Rev. Frederick Thomas Dibb, as his parental guardian. At Trinity College he was a well-known athlete, especially in cricket.
He came back to England and entered the University of Oxford in October 1894, just after the death of his mother, Mary Jane, on September 14th, 1894. At Oxford he was registered as a Non-Collegiate Student. Being Non-Collegiate Student enabled him to be a member of the University without being a member of a college, thus avoiding the prohibitive costs of an Oxford college. (Non-Collegiate Students later formed a society called St Catherine’s Society and in 1956 it was transformed into St Catherine’s college, a fully residential college.)[i]
Due to his interest in sports and a very good athlete himself, he and his three friends, who were then at Oxford (J.G. Browne, O.L. Bickford, and H.F. Hamilton), presented to Trinity College school in 1896 “The Oxford Challenge Cup” made of sterling silver about one foot height, to encourage running and to assist football training. A competition has been held for The Cup annually since then and continues to this day.
During the early days, the race was essentially an obstacle course, with students running almost seven kilometres, all the while hacking through brambles, scrambling over fences, hopping over the divots in farmers' fields, and manoeuvring through Gage's Creek. The school Record of 1911 writes that for "weeks before the race the Flats… echoed with the groans of tortured runners."[ii]
Later, before leaving Oxford, William Reginald Dibb had proven his ability in sport once again by winning the open cross-country run.[iii]
[ii] Viola Lyons, Assistant Archivist, J.D. Burns Archives, Trinity College School, personal communication; The School on the Hill, Trinity College School 1865-1965, p. 298; https://www.tcs.on.ca/who-we-are/john-d-burns-archives/schools-history/oxford-cup
[iii] Full text of "Trinity College School Record, February 1898- December 1908"