Webb began his teaching career at the
University of Natal in Durban in 1957. In 1960, he was appointed lecturer there, in History and Political Science. In 1961 or 1962, Webb was promoted to senior lecturer at the University of Natal in Pietermaritzburg. He was subsequently elevated to an associate professorship there, and became deputy dean of faculty. During his tenure at Pietermaritzburg, Webb promoted the research and teaching of African history, requesting that Honours students be permitted to take Zulu instead of French or German as their compulsory language course, and that they be allowed to focus their research projects on African topics instead of European or American ones. Webb also created a junior research assistantship in African History. In 1963–1964 Webb won a
British Council bursary for research in Britain. In 1971, Webb introduced a new Honours level course on the history of African societies in Southern Africa. In 1973, Webb persuaded his colleague and former student John Wright to create an undergraduate course on the pre-history of Southern Africa. In 1970, Webb, began to translate and edit the
James Stuart Papers in collaboration with John Wright, one of Webb's former MA students who had recently been appointed lecturer. Webb and Wright's editions of these testimonies about indigenous societies in the Natal-Zululand region were published from 1976 onwards by the University of Natal Press. In 1976, Webb took up the King George V Chair of History at the
University of Cape Town (UCT), the most prominent South African chair in history. At UCT, he was also Dean of the Arts from 1981-1984. In 1979, Webb was elected Fellow of the
Royal Historical Society. In 1984, Webb became Vice-Principal of the Durban branch of the University of Natal. In January 1987 Webb was a signatory to the University of Natal's formal objection to
arbitrary detention without charge, legal counsel or trial. This was occasioned by the detention of Jo Beall, lecturer in African Studies and secretary of the Joint Academic Staff Association, who had been arbitrarily detained since December 1986. In 1988, Webb, together with Peter de V. Booysen and R. Hugh Philpott, visited
Zimbabwe and
Zambia to forge contacts with universities there. From 1988 until February or March 1992, Webb was Vice-Principal of the Pietermaritzburg branch of the University of Natal. His return to Pietermaritzburg had been influenced by a petition from his former colleagues there, asking him to rejoin them by taking up that post. Webb was instrumental in founding, at Pietermaritzburg, the
Alan Paton Centre for the Study of the Literature and Politics of Inter-group Conciliation, which he opened on 24 April 1989. While Vice-Principal at Pietermaritzburg, Webb oversaw the renovation of the Old Main Hall. The Vice-Principalship at Pietermaritzburg was demanding. Webb sometimes had to make three trips a day to Durban. In 1991, Webb met with
student unionists from the Right to Learn campaign who demanded that the University "transform itself into an institution accessible to all". Webb agreed that, rather than be immediately excluded, students would henceforth be allowed to appeal poor examination results and be allowed to continue studying while awaiting conclusion of the appeal. Also in 1991, Principal James Leatt controversially overruled Webb and reinstated a pupil who had been excluded from the campus's William O’Brien Hall of residence. The stress of the job affected Webb's health, and he lost his sight in one eye - as had two of his colleagues, Deneys Schreiner and Peter de V. Booysen. In addition to his primary academic posts, Webb also held a number of other positions. From 1977-1979 and 1981-1983 he was vice-president of the
South African Historical Society, becoming president in 1983. Webb also participated in the Education Specialist Group of the
Buthelezi Commission, chaired the Natal Education Board, and sat on the Academic Planning Committee of the Committee of University Principals.
Journal editorships From 1962-75, Webb was co-editor of the journal
Theoria, to which he returned as editorial adviser from 1978. In 1971 Webb convinced the Natal Society to launch the scholarly journal
Natalia, for dissemination of research on the Natal region. From the journal's inauguration until 1975, he chaired its editorial board, which initially included Pam Reid, John Clark and Sue Judd, plus June Farrer and Mr. R.A. Brown. == Reception and legacy ==