Oluwatobi Feyisara Ajibolade[1] was born in 1993 in Lagos, Nigeria and moved to Ottawa, Canada with his father when he was 9 years old.
[11] Beginning in 2019, Tobi began releasing several new tracks, including "City Blues",[12] "Sweet Poison",[13] and "Werking".
[14] Those three songs served as the singles for Tobi's debut studio album, Still, released in May 2019 by RCA Records and Same Plate Entertainment.
[16] Still+ had guest appearances from The Game, Shad, Haviah Mighty, Kemba, Jazz Cartier, and Ejji Smith.
[19] The music video for his song "24 (Toronto Remix)", directed by Kit Weyman, was longlisted for the 2021 Prism Prize.
[20] In January 2021, he was named one of the winners of SOCAN's inaugural Black Canadian Music Awards alongside Dylan Sinclair, Naya Ali, RAAHiiM and Hunnah.