DempseyRollBoy (often just "Dempsey") is a Los Angeles-based indie hip-hop artist and producer known for introspective emo-rap, blending lo-fi, sad rap, and alt-hip-hop with tracks like "I'm Doing My Best" and albums Popular Loner, Cloud 9, and Trauma Bond, gaining traction on platforms like Spotify and TikTok with frequent releases and emotional depth.