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He recorded two singles in 1987, titled "Watch Gonna Do" and "You're Gonna Miss Me". Coolio made connections in theLos Angeles rap scene, and in 1991, ended up joining the group WC and the Maad Circle, led by rapper WC. He had a few verses on the group's debut album Ain't a Damn Thang Changed, including on the single "Dress Code". The album was regionally successful.