Jackson was by no means a Broadway novice when he took on the role of Washington in Hamilton. The actor had already played Simba in The Lion King and originated the role of Benny in In the Heights. Since Hamilton, Jackson also played a role in Moana and stars as Chunk Palmer in the CBS television drama, Bull. Jackson also acted in Ava DuVernay's acclaimed Netflix series, When They See Us, and has a reoccurring role in AppleTV+'s Central Park. In addition to his acting career, Jackson is a member of hip-hop improv group Freestyle Love Supreme, set to be the focus of an upcoming Hulu documentary.