Kola Oyewo began his acting career in 1964 with the "Oyin Adejobi theatre group." His first role was as Adejare in "Orogun Adedigba." After spending nine years with Oyin Adejobi, he joined the University of Ife theatre, collaborating with the late dramatist Chief Ola Rotimi. Notably, Oyewo played "Odewale" in Rotimi's "The Gods Are Not To Blame." In 1996, he joined Obafemi Awolowo University, rising to senior lecturer and later retiring in 2011. Following retirement, he joined Redeemer's University and currently works as the head of the department of dramatic art. Additionally, he serves as a performing arts lecturer at Elizade University in Ilara-Mokin, Ondo State.