This chapter argues that Colson Whitehead’s novel Sag Harbormirrors post-Black art’s emphasis on simultaneously rejecting and embracing the racial categorization of African American art. In doing so, Whitehead’s novel represents a qualified liberation for African American artists that optimistically imagines a freedom from racial categorizations that is still rooted in them. This chapter analyzes Whitehead’s novel in the context of the competing definitions of post-Blackness offered by Touré in Who’s Afraid of Post-Blackness? as well as in the original formulation by Thelma Golden. Employing a framework of “racial individualism,” the chapter argues that a loosening sense of linked fate has led to the privileging of individual agency over Black identity. In doing so, post-Blackness serves to discursively liberate African American artists from any prescriptive ideal of what constitutes black art without implying either a desire or intent to not address issues of race.