1. Rolland O'Regan was the son of judge Patrick O'Regan and the father of Richard Mark O'Regan and businessman and academic Sir Tipene O'Regan.

1. Rolland O'Regan was the son of judge Patrick O'Regan and the father of Richard Mark O'Regan and businessman and academic Sir Tipene O'Regan.
Rolland O'Regan's father was Patrick O'Regan, then a Member of Parliament and later a prominent Wellington judge of the Arbitration Court.
Rolland O'Regan received his tertiary education at the University of Otago, where he studied medicine, graduating as a doctor in 1928.
Rolland O'Regan became a house surgeon at Wellington Hospital for several years, before moving to Britain to do further postgraduate studies.
Rolland O'Regan returned to New Zealand and set up a medical practice of his own.
Rolland O'Regan supported the First Labour Government in their reform of the healthcare system, one of only a few doctors who did so.
Rolland O'Regan was President of the Cancer Society for two years from 1963 to 1965.
Rolland O'Regan got his first taste of political activism when he became the chairman of the Citizens' All Black Tour Association that called for the abandonment of the 1960 All Black tour to South Africa.
Rolland O'Regan unsuccessfully lobbied for the government to intervene and cancel the tour alongside such figures as George Nepia and Vincent Bevan.
In 1965 Rolland O'Regan was elected to the Wellington City Council on a Labour Party ticket.
Rolland O'Regan was a popular councillor, always polling highly, and topped the poll on two consecutive elections.
Rolland O'Regan was a member of the Wellington Harbour Board.
Rolland O'Regan was first elected in 1968 and served three years as chairman.
Rolland O'Regan stood for election to the New Zealand House of Representatives for the Labour Party for the seat of Wellington Central in 1966 finishing runner-up.
Rolland O'Regan was famed as a tireless public advocate and was a member of the Victoria University Council, the Wellington Polytechnic Council, the Carter Observatory Board and the Wellington Free Ambulance executive.
Rolland O'Regan died on 20 November 1992, aged 88, and was buried at Karori Cemetery.