Akindele Orimolade attended Obafemi Awolowo University for his first degree between 1985 & 1989 before obtaining a post graduate Diploma in Journalism from the Nigerian Institute of AJournalism, Lagos in 1993. He enrolled at the University of Abuja where in 2010 he obtained an LLB in Law as well as the BL in 2012 from the Nigerian Law School. Akin started his journalism career in 1990 when he had his compulsory one-year National Service with the Sketch newspaper in Ibadan. He was given automatic employment as Senior Reporter and between January and December 1992, he was the Ondo State Correspondent of Daily Sketch before being transferred to Ogun State as the State Correspondent between December 1992 and October 1994. He joined the Weekly Frontline newspaper as Assistant Editor in November 1994 and rose to the position of Acting Editor and later Editor till September 1997.