Leon resigned from the Alliance in 2000 to take on other projects. These included being the co-founder and artistic director of True Colors Theatre Company, a group based in both Atlanta and Washington, D.C. He also took his talents to Broadway. In the spring of 2004, he directed a revival of Lorraine Hansberry's A Raisin in the Sun, starring Sean Combs, Phylicia Rashad and Audra McDonald in his Broadway debut. At the end of that year, he directed the Broadway premiere of August Wilson's Gem of the Ocean. In 2005, he directed Margaret Garner, an opera by Richard Danielpour with a libretto by Toni Morrison. In spring 2007, he directed August Wilson's Radio Golf. All three plays were nominated for Tony Awards, and Leon was a Drama Desk Award nominee for A Raisin in the Sun. He also directed the television version of A Raisin in the Sun, which aired on ABC in February 2008. He was nominated for a Tony Award in 2010 for Best Director for his work on August Wilson's Fences, starring Denzel Washington and Viola Davis, earning them both nominations and wins for Best Performance for Male and Female in a Play.