Theo Skudra Chicago city Brooklyn rap song track Music Theo Skudra Chicago city Brooklyn

Drake Surprises Fans With “When To Say When” & “Chicago Freestyle”

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genius.com

Drake has surprised fans with a pair of tracks titled “When to Say When” and “Chicago Freestyle.” He shared the songs with an accompanying Theo Skudra-directed music video partially filmed at the Marcy Projects in Brooklyn.

Fittingly, “When to Say When” samples “Song Cry” by Marcy-raised rapper JAY-Z, which in turn is built around “Sounds Like a Love Song” by Bobby Glenn.

Drake previously spoke about the track during his December 2019 Rap Radar interview. “The ones that we connect on most are the ones where I’m just givin' those life talks like [‘When To Say When’]… just to show you I can still rap,” he said.

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