Using the head as a site of investigation, Basquiat's frenetic drawings of faces are at once immediate and contemplativeBetween 1981 and 1983, Jean-Michel Basquiat made between 50 and 100 drawings of heads. Working with oil stick on paper, he created a series far removed from his public paintings and collages filled with words and symbols—a more concentrated, private study whose pieces are rarely exhibited and seldom offered for sale. Stripped of external references, they read as intimate meditations on identity, perception and the fragile balance between presence and disappearance. Bringing this exceptional group together for the first time in decades in an oversize folio, Headstrong sheds new light on a lesser-known aspect of Basquiat's practice. Essays by Pulitzer Prize–winning author Hilton Als and artists including George Condo and Julie Mehretu explore the drawings' formal invention and psychological intensity, showing how Basquiat transformed the head into a vessel for everything he was thinking and feeling—a space where imagination, history and lived experience converge. Jean-Michel Basquiat (1960–88) is one of the most successful Black visual artists in history, despite his brief career. He emerged on the New York City arts scene in the late 1970s and quickly skyrocketed to international fame, becoming one of the most important artists of his generation. Basquiat's work and legacy continue to influence popular culture, especially art, music and fashion.