Chicago rapper Calboy looks to his own struggles with mental health and substance abuse when writing some of his hardest-hitting rhymes. Going so far as to name one of his mixtapes Anxiety, his songs loom heavy with moody melodies and huge trap beats. Several singles such as "Can't Tell" paved the way for new fans, but it was the 2018 single "Envy Me" that broke through to millions with a viral video. Calboy's reputation grew over the next few years thanks to mixtapes like Wildboy and the 2020 EP Long Live the Kings.
Calboy was born Calvin Woods in 1999. He was raised in the ...