2 Broke Boys

Dre aka RetroSince91 came back through If This Doesn’t Work… for a conversation about music, life, relationships, privacy, and staying true to yourself in a world that constantly pushes people to overshare, compare, and perform online.We talk about his new project Waves 2, why he leans melodic over purely technical rap, building a real community instead of chasing numbers, how divorce changed his outlook, why boundaries matter, what men should be more honest about, and why some parts of your life should stay private.Dre also previews new music during the episode, including tracks from Waves 2, and breaks down how he approaches making art that actually feels like him.Follow Dre: @RetroSince91Check out Waves 2 available today 4/20/2026Follow the Podcast: