He apprenticed as a book keeper with a German firm and thereafter worked as an Assistant Railway Service Paymaster.
Following his time with the Railway Service, he entered private business as a cotton goods and textiles agent.
[6] Protests were organised and led by Herbert Macaulay to vehemently attack the Colonial Government's deposition of Oba Eshugbayi.
[8] In June 1928, the Privy Council decided that the deposed Eshugbayi Eleko could apply for a writ of Habeas Corpus, a decision which put Akitoye's Obaship in a precarious situation.
[9] The next day Oba Ibikunle Akitoye was dead and the government ruled out foul play.