| Cocaine Carolina | David Allan Coe | 2:46 | |
| L.A. County | Lyle Lovett | 3:19 | |
| For the Good Times | Kris Kristofferson | 3:22 | |
| Outlaw Women | Hank Williams, Jr. | 3:02 | |
| Oh, Lonesome Me | Don Gibson | 2:30 | |
| Willie, Waylon and Me | David Allan Coe | 3:12 | |
| The Most Beautiful Girl | Charlie Rich | 2:41 | |
| Willin' | Little Feat | 2:54 | |
| Still Doin' Time | George Jones | 2:48 | |
| Good Morning John | Kris Kristofferson | 2:50 | |
| Take 'Em Away | Old Crow Medicine Show | 3:34 | |
| Can't You See | The Marshall Tucker Band | 6:05 | |
| The Old Violin | Johnny Paycheck | 4:11 | |
| Wayside / Back in Time | Gillian Welch | 3:28 | |
| Trucker Speed | Fred Eaglesmith | 5:11 | |
| Graceland | Justin Townes Earle | 3:14 | |
| The Last Cowboy Song | The Highwaymen, Willie Nelson, Johnny Cash, Waylon Jennings, Kris Kristofferson | 3:10 | |
| Last Of My Kind | Jason Isbell and the 400 Unit | 4:22 | |
| I'm Just an Old Chunk of Coal (But I'm Gonna Be a Diamond Someday) | Billy Joe Shaver | 2:01 | |
| Slow Hand | Conway Twitty | 2:54 | |
| Hickory Wind | The Byrds | 3:31 | |
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| I Gotta Get Drunk (with Willie Nelson) | George Jones | 2:10 | |
| Adios to California | John Hiatt | 3:47 | |
| Highwayman | The Highwaymen, Willie Nelson, Johnny Cash, Waylon Jennings, Kris Kristofferson | 3:02 | |
| Roll Me Up | Willie Nelson, Snoop Dogg, Kris Kristofferson, Jamey Johnson | 3:25 | |
| Middle Child | Daniel Romano | 3:48 | |
| Is Anybody Goin' to San Antone | Charley Pride | 2:13 | |
| Detroit City | Bobby Bare | 2:48 | |
| Longhaired Redneck | David Allan Coe | 3:20 | |
| Thirteen Silver Dollars | Colter Wall | 2:30 | |
| Turtles All the Way Down | Sturgill Simpson | 3:08 | |
| Wasn't Born to Follow | The Byrds | 2:03 | |
| Dead Skunk | Loudon Wainwright III | 3:05 | |
| 16th Avenue | Lacy J. Dalton | 3:09 | |
| Singing the Blues | Marty Robbins | 2:25 | |
| The South's Gonna Do It Again | The Charlie Daniels Band | 3:57 | |
| If You've Got the Money I've Got the Time | Lefty Frizzell | 2:59 | |
| Help Me Make It Through the Night | Kris Kristofferson | 2:21 | |
| The Road Goes On Forever | The Highwaymen | 4:41 | |
| There Stands the Glass | Webb Pierce | 2:26 | |
| The Road Goes On Forever | Joe Ely | 4:33 | |
| Midnight Special | Creedence Clearwater Revival | 4:13 | |
| If I Needed You | Townes Van Zandt | 3:44 | |
| It Must Be Love | Don Williams | 2:31 | |
| The Night They Drove Old Dixie Down | Joan Baez | 3:26 | |
| Ready For The Times To Get Better | Crystal Gayle | 2:25 | |
| My Rifle, My Pony And Me - Remastered | Ricky Nelson, Dean Martin | 2:10 | |
| Hello Mary Lou | The Statler Brothers | 2:17 | |
| Coal Miner's Daughter - Single Version | Loretta Lynn | 3:00 | |