On the 38th anniversary of the seminal music documentary, Heartworn Highways - a film that explored and captured the nascent roots of the Outlaw Country movement in the mid-70s - this followup documentary celebrates the authenticity and expresses the feelings of the legendary original, via a community of contemporary "outlaws" living and creating music in Nashville, Tennessee.
| Actor | Role |
|---|---|
 Guy ClarkSelf | Self |
 Justin Townes EarleSelf | Self |
| JJonny FritzSelf | Self |
 Josh HedleySelf | Self |
 Bobby Bare Jr.Self | Self |
 Langhorne SlimSelf | Self |
| SShelly ColvinSelf | Self |
 Andrew CombsSelf | Self |
| PPhil HummerSelf | Self |
| NNikki LaneSelf | Self |
| JJohn McCauleySelf | Self |
 David Allan CoeSelf | Self |
| SShovels & RopeSelf | Self |
| SSteve YoungSelf | Self |
 Townes Van ZandtSelf (archive footage) | Self (archive footage) |
 Robert EllisSelf | Self |