With a proven track record of making absolute slappers—“Novacane,” “420 in London,” and “Canada Goose” are just some of his biggest releases to date—and with a cosign from none other than Drake himself, Pressa doesn’t seem to be slowing down any time soon. He recently performed at the coveted Rolling Loud Festival and has since been seen in the studio with the legendary Scott Scorch. The 23-year-old Driftwood rapper began taking music seriously in 2015, after his friend, Wassi, was killed in a shootout with the police. Soon after, he and rising Toronto rappers Robin Banks, GD, and FB released "Wass Gang," a tribute to Wassi that immediately went viral—especially garnering attention because of Pressa's gentle-yet-menacing flow. Last year’s The Prestige let fans know Pressa's capable of crafting a cohesive full-length project; now, boasting a freshly-inked deal with Sony Music and "a package" on the way (according to Pressa himself), 2020 looks like it could be his wassiest year yet. ​​​​​JJ Bottineau

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