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Calboy discusses his favorite artists to collab with, wanting to learn how to sing properly, collaborating with Kodie Shane, his encounter with Trippie Redd, making “Diana” with Pop Smoke, love for ...

In person, rising Chicago rapper Calboy is quiet and reserved, thoughtfully choosing his words in conversation before he fully commits to opening up about his story. But when he hops on stages ...

Calboy is finally dropping new music, and fans are elated! The Chicago rapper is best known for his breakout single “Envy Me,” who’s official music video boasts over 242 million views and counting.

The former Freshman blamed Meek for his momentum slowing down. Calvin “Calboy” Woods has been very open about his contractual disputes with RCA Records and Polo Grounds Music. Apparently, the “Envy Me ...