Through dramatic re-creation, archival newsreel footage and revealing interviews, director Fred Baker's docudrama explores the controversial murder case centered on Black Panther activist and political exile Assata Shakur. In 1977, Shakur was dubiously convicted for the shooting death of a New Jersey state trooper and was sentenced to life in prison, only to escape two years later and seek refuge in Cuba.

The outrageous, groundbreaking comic Lenny Bruce, whose iconoclastic material in a conservative era got him into tragic trouble, is profiled by a close friend, Fred Baker, who prefers to remember the laughs Lenny Bruce's memory evokes instead of the tears. By presenting Bruce's landmark skits on the Steve Allen Show, his failed TV pilot episode and a candid interview with Nat Hentoff, Bruce's genius and anguish show through the dramatic and tragic trajectory of his career from aspiring artist to hunted "lawbreaker".