Synopsis: Nat Hentoff is one of the enduring voices of the last 65 years, a writer who championed jazz as an art form and who also led the rise of 'alternative' journalism in America. This unique documentary wraps the themes of liberty, identity and free expression around a historical narrative that stretches from the Great Depression to the Patriot Act. At the core of the film are three extraordinary, intimate conversations with Hentoff. Commentary and perspective are offered through additional interviews with such luminaries as Amiri Baraka, Stanley Crouch, Floyd Abrams, Aryeh Neier and Dan Morgenstern. Interwoven through it all is the sublime music of Duke Ellington, Miles Davis, John Coltrane, Charles Mingus and Bob Dylan, along with never-before-seen photographs and archival footage of these artists and other cultural figures at the height of their powers.