Oladimeji was born in Iseyin, Oyo State, Nigeria. His mother was a teacher and his father is a surveyor.[4]
He began his filmmaking career at the University of Ibadan where he graduated and co-produced his first film, an adaptation of the late Oladejo Okediji's 1972 book titled Agbalagba akan'.[citation needed]
He was also the assistant producer of Amstel Malta Box Office Season 5 and the director of Aajiirebi. He anchored Arambara and co-directed Eleyinju aani, Arambara.[8]
Oladimeji is the producer of Yoruba Heritage Documentary series. One of the documentary series, Ibadan was nominated in the best documentary category at the 2020 Africa Magic Viewers' Choice Awards. Other documentary in the series includes Eko àkéte, Abeokuta ilẹ̀ Ẹ̀gbá, Ife Ooye, and Oshogbo Oroki.[9]