| Wait A Minute | The Seldom Scene | 3:35 | |
| Red Headed Stranger | Willie Nelson | 3:59 | |
| Living on the Run | David Allan Coe | 2:32 | |
| Old Mexico | Marty Stuart And His Fabulous Superlatives | 2:45 | |
| Lonesome Whistle | Billy Bragg, Joe Henry | 2:53 | |
| Tuscaloosa 1962 | Donnie Fritts | 3:22 | |
| All of Your Might | Jay Farrar | 3:48 | |
| Lincoln Town | John Hiatt | 4:03 | |
| Old Wore out Cowboys (feat. Jamey Johnson & Willie Nelson) | Ward Davis, Jamey Johnson, Willie Nelson | 3:34 | |
| 18 Wheels | Fred Eaglesmith | 5:01 | |
| Misery and Gin | Jaime Wyatt | 4:24 | |
| Take This Hammer (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:59 | |
| The I Don't Know Where I'm Going But I'm Going Nowhere In A Hurry Blues | Steve Goodman | 2:31 | |
| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | |
| To Get By | Malcolm Holcombe | 4:03 | |
| Rosalie | Alejandro Escovedo | 3:49 | |
| Blue Is My Heart | Holly Williams | 2:42 | |
| Why Is My Day so Long | Donnie Fritts | 2:31 | |
| Spotlight | David Allan Coe | 3:06 | |
| Wilder Than Her | Fred Eaglesmith | 4:54 | |
| Perfect Timing | Drive-By Truckers | 2:57 | |
| Unlock more with Songs Like X Pro |
| East Indian Princess | Loudon Wainwright III | 2:56 | |
| Early Morning Rain | Gordon Lightfoot | 3:18 | |
| One Too Many Mornings | Johnny Cash | 3:47 | |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Ditch | Sam Baker | 1:56 | |
| I Give | Shawn King, Willie Nelson | 3:36 | |
| Temperance River Blues | Charlie Parr | 4:16 | |
| Borderless Love | The Flatlanders | 3:16 | |
| Thunderbird | John Hiatt | 4:04 | |
| I Don't Know That Guy | Greg Brown | 4:49 | |
| Phases and Stages (Theme) / Walkin' | Willie Nelson | 4:06 | |
| Shadow of the Moon | The Flatlanders | 2:52 | |
| Oh, Mama, Come Home | Jakob Dylan | 2:26 | |
| (The) Most Unoriginal Sin | Willie Nelson | 4:48 | |
| Please Come to Boston | David Allan Coe | 4:18 | |
| Mayfly | Jeffrey Foucault | 3:34 | |
| If I Could Only Fly | Merle Haggard, Willie Nelson | 5:12 | |
| My Sweet Annette | Drive-By Truckers | 3:51 | |
| Cosmic Cowboy | Michael Martin Murphey, Willie Nelson, Jerry Jeff Walker, Lyle Lovett, Bruce Robison, Django Walker, Gary P. Nunn, Bob Livingston | 4:16 | |
| Long Gone Lonesome Blues | Hank Williams, Drifting Cowboys | 2:39 | |
| Picture In A Frame | Willie Nelson | 3:39 | |
| El Camino Reprise | Amos Lee, Willie Nelson | 4:14 | |
| These Lonely Nights | Willie Nelson | 3:29 | |
| Spookin' The Horses | Fred Eaglesmith | 4:07 | |
| Where Have All The Average People Gone - Single Version | Roger Miller | 3:01 | |
| Please Be With Me | Cowboy | 3:42 | |
| Songbird | Willie Nelson | 2:39 | |
