City of Win is a series curated by Isiah “ThoughtPoet” Veney and written by Joshua Eferighe that uses prose and photography to create portraits of Chicago musicians and cultural innovators working to create positive change in their communities.

Kanye West’s May 2012 remix of Chief Keef’s “I Don’t Like” featured Pusha T, Jadakiss, and Big Sean, and it helped catapult drill from Chicago’s streets to the mainstream. Heavyweights such as Rick Ross , Chris Brown , and T.I. soon followed with their own versions.

Only one remix, though, had Sosa himself in the video: the one where 34-year-old Shawnna rapped alongside her 24-year-old protege, Lstreetz.

Shawnna was already a star, having been part of Chicago rap duo Infamous Syndicate and signing to Ludacris’s label Disturbing tha Peace (D

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