Read This When You Wake Up

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Read This When You Wake Up

Album ∙ Hip-Hop/Rap ∙ 2024

Sleepy Hallow

Sleepy Hallow has come a long way since his early days as a pioneer of New York’s drill rap subgenre alongside his pal Sheff G. The Jamaica-born, Brooklyn-raised rapper has since expanded his scope, showcasing a bevy of different flow patterns on his 2021 studio debut Still Sleep? and pop instincts on his 2023 effort Boy Meets World. On Read This When You Wake Up, Sleepy blends these two worlds together, cueing up booming, distortion-heavy beats on “Madness” and crooning about the high life on “Drowning (Beverly Hills).” He’s more comfortable in his singing voice than ever before, tapping into a newly discovered vulnerability that gives the work an almost tangible emotional catharsis.

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