In 1934, Frank Hamer and Manny Gault, two former Texas Rangers, are commissioned to put an end to the wave of vicious crimes perpetrated by Bonnie Parker and Clyde Barrow, a notorious duo of infamous robbers and cold-blooded killers who nevertheless are worshiped by the public.

In their prime, Able 'Speed' Monroe and Ichabod McQueen were couriers capable of ferrying anything, anywhere, anytime. Now almost obsolete, they're called out of retirement to deliver some very dangerous cargo for a dead President

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.

Four of the greatest legends of country music join together. Johnny Cash sings Folsom Prison Blues, Willie Nelson performs Always on my Mind, Kris Kristofferson solos in Help me Make it Through the Night, and Waylon Jennings sings Luckenbach, Texas. Also includes Highwayman, Good Hearted Woman, Theme from Dukes of Hazzard, Loving Her Was Easy, Mamas Don't Let Your Sons Grow Up to be Cowboys, Are You Sure Hank Done it This Way, Me and Bobby McGhee, Get Rhythm, Crazy, Ghost Riders in the Sky, Angel Flying Too Close to the Ground, Big River, On the Road Again...

An oral history of the Mount Rushmore of Country Music: Willie Nelson, Waylon Jennings, Johnny Cash and Kris Kristofferson. Interviews with the men who make the music and the story of their friendships.

Willie Nelson, Waylon Jennings, Johnny Cash and Kris Kristofferson perform live at Long Island's Nassau Coliseum in 1990.

On the documentary The Highwaymen The Other Side of the Road, Yeager discovers where the Highwaymen gather to paint, and captures rare moments with artists Charles Walker, Johnny Daniels, Jimmy Stovall, and Livingston Roberts all gathered together talking about the old days, Alfred Hair, Al Black, and the lost Freddie paintings. Yeager also interviews Alfred Hair’s family and others who knew Alfred personally.