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A graduate of political science from Lagos State University, Ọ̀jọ́, Ruggedman started exploring music in 1999. He produced his own songs and released two tracks in 1999, both which were well-played on radio. Ruggedman launched himself into the music industry in 1999, eventually becoming the most featured rapper in Nigeria. His albums are all released on his personal label, Rugged Records. Ruggedman has performed worldwide alongside international acts like KC & Jojo, Guru, Sean Paul, Wyclef Jean, Akon, Wayne Wonder, Ja Rule, Kevin Little, Maxie Priest, Kanye West, LL Cool J, T-Pain, Nas, and Nelly. He has also worked with and featured many Nigerian and international artists on his albums, including Tuface Idibia, P-Square, 9ice, Flavour N'abania, Josh (from The Tatu Clan of Congo), M.I, Ice Prince, JJC Skillz, Jamaican Stylo G, Niyola, George Nathaniel, Gerelyn,Morell, Da Grin, Chinaydu, Terry G, Mbryo, Funbi, Reminisce and Wande Coal.

Ruggedman's record label, Rugged Records, signed its first act, singer MBRYO, in September 2012. MBRYO was featured on Ruggedman's “Ruggedy Baba pt 2,″ produced by Blaize Beatz. Money Making Music, Ruggedman's 2012 album, is a collaboration with MBRYO as part of a promotion for the new artist, with guest appearances by Terry G and Funbi.

Ruggedman has hosted the prestigious NB Plc sponsored Star Quest Reality TV Talent Show in 2009, 2010, and 2011