Josy Ajiboye (b. Ekiti State) was trained by the Sudan Interior Mission.

His popularity as a cartoonist reached a height with cartoon columns like “Romance of Life” in the Lagos Weekend and missionary organization) in the early 1960s and later had an advanced training at the Yaba College of Technology in Illustration, Commercial Art and Painting between 1963 and 1965.

He worked for the Challenge Publications, cartooned for the Morning Post, Sunday Post and the Lagos Weekend before joining the Daily Times of Nigeria in 1971 where he worked as an illustrator and cartoonist before retiring as the Group Art Editor in the year 2000. He has since gone into full time studio practice.

He has had several solo exhibitions since then. Josy Ajiboye is a member of the Society of Nigerian Artists (SNA), Lagos State Chapter.