John wanted to be a teacher from an early age. He began and spent the majority of his career at Glebe House School, Hunstanton, during two stints from  September 1951 until Easter 1957; returning in 1961 until 1984. During this time, he became deputy head and then, having served under four previous Headmasters, became Head of the school himself in 1977.

Roli also taught at St Kenelm Preparatory School, Cheltenham in the late 1950s and Mowden Hall Preparatory School, near Stocksfield, Northumberland in the late 1980s; plus one term at a secondary school in Ilford.

In all those years at boarding preparatory schools, he lived on site and devoted seven days a week to the pupils, during term time. His mind remained sharp until the end. In the last few months, he enjoyed reminiscing and sharing information with John Crofts, a fellow retired headmaster of Glebe House. JR's archive of the history of the school was vast, as was his interest in, and knowledge of, the achievements of former pupils, demonstrating the importance that they, and the school still held for him.

He was also very proud that members of his immediate and extended family had followed him into the profession.

An educational charity seemed the obvious choice of beneficiary. His love of reading, thirst for knowledge and an enjoyment of sharing this with others aligns with the aims of BookTrust to improve life chances by promoting reading to all children.