Chancelor Johnathan Bennett, known professionally as Chance the Rapper, is an American rapper, singer-songwriter, and record producer. Born and raised in Chicago, Bennett released his debut mixtape 10 Day in 2012. He gained mainstream recognition in 2013 following the release of his second mixtape, Acid Rap. His third mixtape, Coloring Book (2016), was released to further critical acclaim and commercial success as it peaked at number eight on the Billboard 200. The mixtape also earned a Grammy Award for Best Rap Album, while a song off the album, "No Problem", won Best Rap Performance; it became the first streaming-only album to win a Grammy Award. Bennett himself was also awarded Best New Artist the same night. His debut studio album, The Big Day, was released in 2019 to continued commercial success and moderate critical reception.

Evan Ingersoll, better known by his stage name Chuck Inglish, is an American rapper, producer and songwriter most known for being part of the hip hop duo The Cool Kids with Sir Michael Rocks. His debut album Convertibles was released on April 8, 2014.