DREWSEPH: FROM SELF-DOUBT TO SELF-MASTERY BUILDING A FUTURISTIC VOICE OUT OF REAL LIFE By KAI HUGHES, 11 February 2026 Known today as Drewseph and to some longtime listeners through earlier releases under the name Drewisaboss this Chicago-born artist represents a generation of creatives who are learning in real time, pushing past fear, and carving their own lane without asking for permission. Drewseph’s story isn’t one of overnight success or childhood certainty. It’s a story about proving yourself wrong, trusting instinct, and allowing growth to happen naturally. WHERE IT ALL STARTED: 7TH GRADE AND A CHANGE OF MINDSET Drewseph didn’t grow up believing he was meant to be a rapper. In fact, for a long time, he actively avoided the idea. Rap felt like something other people could do just not him. That belief stayed with him until 7th grade, when he and his homies started rapping together. What began as friends experimenting quickly became something more persona...