Dipo joined the school choir at Covenant University where he graduated from Accounting. He was singled out to perform a number of solo performances at social nights and special occassions like fashion shows.

In 2007, Dipo was one of the 12 final contestants in the music reality TV show called Nokia First Chance and went on to perform at the Nigerian Music Awards dinner. He joined Access Bank in 2008 but still continued with his music.

Being a 'Banker by Day,Singer by Night',he released his first single Summer Time in Dec 2009 and the song was on Inspiration FM top ten for about 8 weeks. He opened for Asa at the "ASA on the green"Concert in january 2010 performing alongside Bez and Ibiyemi.