Blues and folk singer Karen Dalton was a prominent figure in 1960s New York. Idolized by Bob Dylan and Nick Cave, Karen discarded the traditional trappings of success and led an unconventional life until her early death. Since most images of Karen have been lost or destroyed, the film uses Karen's dulcet melodies and interviews with loved ones to build a rich portrait of this singular woman and her hauntingly beautiful voice.
| Actor | Role |
|---|---|
 Karen DaltonSelf (archive footage) | Self (archive footage) |
 Nick CaveSelf | Self |
| LLacy J. DaltonSelf | Self |
 Rick MoodySelf | Self |
| AAbralyn BairdSelf | Self |
| HHunt MiddletonSelf | Self |
 Vanessa CarltonSelf | Self |
 Angel OlsenKaren's journals, lyrics & poems (voice) | Karen's journals, lyrics & poems (voice) |
| PPeter WalkerSelf | Self |
 Bob DylanSelf (archive footage) | Self (archive footage) |
| PPeter StampfelSelf - Musician and Friend | Self - Musician and Friend |
| DDick WeissmanSelf - Musician and Friend | Self - Musician and Friend |
| EEd OchsSelf - Journalist (voice) | Self - Journalist (voice) |
| DDan HankinSelf | Self |
| RRichard TuckerSelf | Self |
| SSusie HankinSelf | Self |
 Michael LangSelf | Self |
| DDanny GoldbergSelf | Self |
| JJulie AlmeraNot listed | Not listed |
| RRebecca BairdSelf | Self |
| SSamantha KrabbeNot listed | Not listed |
| JJohn McCauleySelf | Self |
| FFlo MorrisseyArticle read by (as Florence Clementine) (voice) | Article read by (as Florence Clementine) (voice) |