Calboy is a 20-year-old rapper from Chicago. His single “Envy Me” was released in September 2018 and continues to ride high on the Billboard Hot 100 chart. The song reflects on his early years… By ...

Calboy recently sat down with Billboard as part of the "How It Went Down" video series, explaining how he created his song "Envy Me" and how it felt to see his song become a viral dance challenge. By ...

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Sometimes, you just have to make things happen. For 19-year-old Chicago rapper Calboy, all it took was a stolen computer and a mic that his uncle bought him to get his feet wet with music when he was ...

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 ...

Rapper and hip-hop artist Calboy grew up on the South Side of Chicago. He skyrocketed on the charts with his hit single “Envy Me,” which currently boasts over 158 million Spotify streams. Calboy ...

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 ...

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 ...