Ramblin’ Jack Elliott is to Dylan what Cassady was to Kerouac: a fountainhead for countless followers and admirers for whom he is proof that an authentic, self-invented life is possible. This film is the story of Jack’s life as told by Jack himself,  and documented over the course of four years by friend and filmmaker, Oleg Harencar. Jack recounts his life through numerous stories of sailing ships, adventures and an incredible entourage of friends and acquaintances. We follow Jack in his element, be it on horseback or minding a sail, hanging with ordinary folks as well as demigods of politics, the arts and music.