The Highwaymen - Live: American Outlaws is a box set of concert performances from country music's legendary first "supergroup" featuring Johnny Cash, Willie Nelson, Waylon Jennings and Kris Kristofferson. The Highwaymen - Live American Outlaws contains a previously unreleased full-length concert film recorded live at Nassau Coliseum, Uniondale, New York, March 14, 1990 and transferred from the original film reels especially for this collection.
| Actor | Role |
|---|---|
 Willie NelsonSelf | Self |
 Waylon JenningsSelf | Self |
 Kris KristoffersonSelf | Self |
 Johnny CashSelf | Self |
| GGene ChrismanSelf - Drums | Self - Drums |
| JJ.R. CobbSelf - Guitar | Self - Guitar |
| BBobby EmmonsSelf - Keyboards | Self - Keyboards |
| MMike LeechSelf - Bass | Self - Bass |
 Mickey RaphaelSelf - Harmonica | Self - Harmonica |
| DDanny TimmsSelf - Keyboards\Vocals | Self - Keyboards\Vocals |
| RRobby TurnerSelf - Pedal Steel | Self - Pedal Steel |
| BBobby WoodsSelf - Keyboards | Self - Keyboards |
| RReggie YoungSelf - Guitar | Self - Guitar |