Throughout his career, Sly has had the privilege of working with some of the biggest names in hip-hop. He shares a particularly memorable experience with Tupac Shakur: "Pac was more than just a client; he was a friend. We would talk about life, politics, and music. He had a deep understanding of the world, and I think that's what made his music so powerful." Sly's photographs of Tupac are some of the most recognizable, capturing the rapper's charisma and vulnerability.