With the help of her mother, family, friends, and fellow musicians, Aiyana Elliott reaches for her father, legendary cowboy troubadour, Ramblin' Jack Elliott. She explores who he is and how he got there, working back and forth between archival and contemporary footage. Born in 1932 in Brooklyn, busking through the South and West in the early 50s, a year with Woody Guthrie, six years flatpicking in Europe, a triumphant return to Greenwich Village in the early 60s, mentoring Bob Dylan, then life on the road, from gig to gig, singing and telling stories. A Grammy and the National Medal of Arts await Jack near the end of a long trail. What will Aiyana find for herself?
| Actor | Role |
|---|---|
 Jack ElliottSelf | Self |
 Arlo GuthrieSelf | Self |
 Kris KristoffersonSelf | Self |
 Pete SeegerSelf | Self |
 OdettaSelf | Self |
 D. A. PennebakerSelf | Self |
 Dave Van RonkSelf | Self |