| # | Title | Artist | Rating | Length |
|---|
| 1 | [intro] | The Highwaymen | | ?:?? |
| 2 | Highwayman | The Highwaymen | | ?:?? |
| 3 | Mammas Don’t Let Your Babies Grow Up to Be Cowboys | The Highwaymen | | ?:?? |
| 4 | Good Hearted Woman | The Highwaymen | | ?:?? |
| 5 | Trouble Man | The Highwaymen | | ?:?? |
| 6 | Amanda | The Highwaymen | | ?:?? |
| 7 | There Ain’t No Good Chain Gang | The Highwaymen | | ?:?? |
| 8 | Ring of Fire | The Highwaymen | | ?:?? |
| 9 | Folsom Prison Blues | The Highwaymen | | ?:?? |
| 10 | Blue Eyes Crying in the Rain | The Highwaymen | | ?:?? |
| 11 | Sunday Morning Coming Down | The Highwaymen | | ?:?? |
| 12 | Help Me Make It Through the Night | The Highwaymen | | ?:?? |
| 13 | The Best of All Possible Worlds | The Highwaymen | | ?:?? |
| 14 | Loving Her Was Easier (Than Anything I’ll Ever Do Again) | The Highwaymen | | ?:?? |
| 15 | City of New Orleans | The Highwaymen | | ?:?? |
| 16 | Always on My Mind | The Highwaymen | | ?:?? |
| 17 | Me and Bobby McGee | The Highwaymen | | ?:?? |
| 18 | Silver Stallion | The Highwaymen | | ?:?? |
| 19 | The Last Cowboy Song | The Highwaymen | | ?:?? |
| 20 | Two Stories Wide | The Highwaymen | | ?:?? |
| 21 | Living Legend | The Highwaymen | | ?:?? |
| 22 | The Pilgrim: Chapter 33 | The Highwaymen | | ?:?? |
| 23 | They Killed Him | The Highwaymen | | ?:?? |
| 24 | I Still Miss Someone | The Highwaymen | | ?:?? |
| 25 | Ragged Old Flag | The Highwaymen | | ?:?? |
| 26 | (Ghost) Riders in the Sky | The Highwaymen | | ?:?? |
| 27 | Are You Sure Hank Done It This Way | The Highwaymen | | ?:?? |
| 28 | Night Life | The Highwaymen | | ?:?? |
| 29 | The King Is Gone (So Are You) | The Highwaymen | | ?:?? |
| 30 | Desperados Waiting for a Train | The Highwaymen | | ?:?? |
| 31 | Big River | The Highwaymen | | ?:?? |
| 32 | A Boy Named Sue | The Highwaymen | | ?:?? |
| 33 | Why Me | The Highwaymen | | ?:?? |
| 34 | Luckenbach, Texas (Back to the Basics of Love) | The Highwaymen | | ?:?? |
| 35 | On the Road Again | The Highwaymen | | ?:?? |
| 36 | [Credits] | The Highwaymen | | ?:?? |
| 37 | Willie Nelson | Willie Nelson | | ?:?? |
| 38 | Waylon Jennings | Waylon Jennings | | ?:?? |
| 39 | Kris Kristofferson | Kris Kristofferson | | ?:?? |
| 40 | Johnny Cash | Johnny Cash | | ?:?? |
| 41 | [Odds and Ends] | The Highwaymen | | ?:?? |
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