Rev. W. R. B. Kuye became the school’s principal from 1922 to 1931. He was a strict disciplinarian and an accomplished musician who forced the school to maintain a very high level of academic and moral discipline. He laid the foundation for the school anthem and many other folk songs.

Rev. I.O. Kuti was an alumnus who became the principal from 1932 to 1954. He was the first and longest serving principal of the school so far. He was Abeokuta Grammar School’s Dawodu because he was the first student enrolled in the high school Admission Register.

He was a great leader who not only worked hard to make sure Abeokuta Grammar School achieve great excellence; but helped raised the standard of the beauty of the high school by having nice lawns and blooming flowers on Igbein site. Among many of his accomplishments was the sponsoring of old student for higher academic standard and encouraging these high achievers to return to their Alma Mater to teach.

Rev. J. S. Adeniyi was the principal of the school from 1955 till 1967. He took off from where Rev I. O. Kuti left off. He helped built the Science Building that housed the science labs, advanced classes for HSCs’ and the Library. He led the school’s successful cause for admission into the Higher School Certificate program.

With the help of his foresight and dedication, he also purchased the Idi Aba plot of land that is now the school’s site. Soon after the purchase, he built the first building that house the Classes I and II because of his concern about the school’s big classes at Igbein.

Odedairo was another alumnus who came back to become the principal of the school. He governed the school from 1967 through early 1975.

He furthered the development of the Idi Aba site by adding two new buildings. One was used mainly for Engineering / Technical courses, while the other hosted Science laboratories.

Chief Akinyanmi succeeded Mr. Odedairo and was the principal for almost two years.

Rev. Adenuga was the principal during the moving transition of Abeokuta Grammar School from Igbein to Idi Aba. He had to run the high school from three different locations.

Oridota was another old student. He was the principal from 1977 till 1986. He completed the transition of the school from the Igbein site to the Idi Aba site. He also built couple of buildings that were used for classrooms and science laboratories.

He strengthened the bond between the alumni and the school by detailing the school’s need to the alumni board. He fought and received the Examination Council’s approval to encourage students in the following fields: Nutrition, Home Management, Agricultural Science and Woodwork.

He was another old student. Chief Akiyode was the principal when Abeokuta Grammar School started offering commercial subjects to widen the school curriculum. In addition, many constructions were under way such as the new dormitory and the football field.

Okunade became the principal in 1992. Through his effort, the Ogun State government was able to construct a building that was used for classrooms. He started the security wall around the school.

During his tenure, the school excelled in science as evidenced by the numerous awards received in the field of Mathematics, Physics, Chemistry, Biology, Agricultural Science and Technology. He initiated the process for evening lectures for the boarding students.

Ogun is the current principal. He is also an alumnus of the school. He became the principal in 1995. He mastered the approaches of his predecessors in strengthening the bond between the school and its alumni. The alumni always rise up to his school’s development appeals.

Since becoming the principal, the alumni responded by building a school clinic and modern library. He also strengthens the bond between the school and the PTA. The PTA on the other hand refurbished the school bus. During his tenure, the school has won many awards like the National Art & essay competition, the Junior Engineers, Technicians & Scientists competition, and the list goes on.