| Name | Year |
| Mrs. Rebecca Dadzie | Deputy Regional Director of Education - Western Acting Headmistress of St. John's till the appointment of a new Headmaster March 2001 - July 2001 |
| Mr. K. A. Afful | Eighth Headmaster of St. John's School 1997 - 2001 (March) |
Mr. Raphael A. Sackey | Seventh headmaster of St. John's School 1991 - 1996 |
Mr. J. S. Honney | Sixth Headmaster of St. John's School 1979 - 1990 |
| Mr. B. A. Griffen | Fifth Headmaster of St. John's School 1974 - 1978 |
| Rev. Brother Frederick McGlynn, C.S.C. | Fourth Headmaster of St. John's School 1967 - 1973 |
| Rev. Brother Jerome Chandler, C.S.C. | Third Headmaster of St. John's School 1963 - 1967 |
| Rev. Brother Rex Hennel, C.S.C. | Second Headmaster of St. John's School 1959 - 1963 |
| Rev. Father F. K. Buah | First Headmaster of St. John's School 1952 - 1958 |
