Saheed Osupa was born in the Mosafejo area of Ajegunle, Lagos State but grew up as a child in Ibadan, the capital of Oyo State. His father, Moshood Ajiwere Layeye was a Wéré music artist and also an elder cousin of Fuji musician Ayinde Barrister.

Saheed Osupa started music professionally as a teenager in 1983 as a fuji artiste. His first album was titled Fuji Fa Disco, Followed by Fuji Blues. He has released over 40 studio albums including a 4-in-1 studio album titled Mr. Music. In 2008, Saheed Osupa was declared the "King of Fuji Music" by Ayinde Barrister.

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