Dr. Sean Maguire in Good Will Hunting (1997)
Williams won the 1998 Academy Award for Best Supporting Actor for his portrayal of Sean Maguire, a therapist who draws the assignment of helping Will Hunting (Matt Damon) realize his full potential in both academia and as a human being. Their meetings together revealed a lot about the characters as well as the actors themselves, which resulted in more serious roles for Williams and igniting Matt Damon’s career.