Taylor Bennett is a hip-hop artist, philanthropist, model, entrepreneur, songwriter, and producer—as well as one of the most visible and outspoken advocates in popular music for homeless adolescents and the LGBTQ community. Bennett’s Black Music Month playlist honors his expansive worldview while celebrating the artists that inspire his journey. “Black music and representing pride to me means freedom, and then a reminder that we need to keep pushing forward,” he says. “In today’s society, we are leaps closer to equality.”