He began acting as a professional in 1964 after he joined the "Oyin Adejobi theatre group" and the first role he played was Adejare in Orogun Adedigba, which was Oyin Adejobi's autobiography.[5] After he spent nine years with Oyin Adejobi, he joined the University of Ife theatre, where he worked with the late veteran dramatist and scholar, chief Ola Rotimi.[6] Kola Oyewo was known for the role he played as "Odewale" in The Gods Are Not To Blame, a drama by Ola Rotimi.[7]