| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| Nowhere Road | Waylon Jennings, Willie Nelson | 2:44 | |
| Don't Give Up (feat. Sinéad O'Connor) | Willie Nelson, Sinéad O'Connor | 6:58 | |
| Not the Tremblin' Kind | Laura Cantrell | 3:37 | |
| Love & Happiness | Kimmie Rhodes, Willie Nelson | 4:46 | |
| Forever and a Day | Giant Sand | 6:26 | |
| Silo | Scud Mountain Boys | 3:45 | |
| The Last Kind Words | David Johansen, Larry Saltzman | 4:10 | |
| Drifter's Escape | Patti Smith | 3:20 | |
| Graveyard | Grayson Capps | 4:00 | |
| Over You | T Bone Burnett | 2:20 | |
| Boots of Spanish Leather | Nanci Griffith | 5:17 | |
| Detained | Giant Sand | 3:13 | |
| Gone | John Hiatt | 2:57 | |
| If You Knew My Mind | Grayson Capps | 3:03 | |
| This Corrosion | Lambchop | 6:11 | |
| The Long Black Veil (with Mick Jagger) | The Chieftains, Mick Jagger | 3:37 | |
| Taylor John | Kelly Joe Phelps | 5:43 | |
| Just Like a Woman | Charlotte Gainsbourg, Calexico | 4:15 | |
| The Year 2003 Minus 25 - Remastered | Waylon Jennings, Willie Nelson | 3:04 | |
| Lay Me Down (with Willie Nelson) | Loretta Lynn, Willie Nelson | 2:50 | |
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| Marie | Townes Van Zandt, Willie Nelson | 4:59 | |
| Washboard Lisa | Grayson Capps | 3:36 | |
| The Thirty-third of August | Mickey Newbury | 5:42 | |
| In the Light | Pieta Brown, Calexico | 3:20 | |
| Close Behind | Calexico | 2:51 | |
| Who'll Buy My Memories | Randy Carson, Willie Nelson | 2:55 | |
| I Am the Big Easy | Ray Bonneville | 4:37 | |
| Can Do | Giant Sand | 3:08 | |
| It Rains on Me | Chuck E. Weiss | 2:34 | |
| Miles From The Sea | Calexico | 3:41 | |
| Cemetery Road | Ray Bonneville | 3:36 | |
| He Lets Her Memory Go (Wild) | Daniel Romano | 5:02 | |
| Evening Gown | Alejandro Escovedo | 3:28 | |
| A Song for You | Willie Nelson | 4:20 | |
| Gotta Serve Somebody | Jamey Johnson, Willie Nelson, Chris Stapleton, Lee Ann Womack | 8:07 | |
| Slipped Dissolved and Loosed | Lambchop | 4:50 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Night Walker | Ray Bonneville | 3:02 | |
| Delta Momma Blues | Hurray For The Riff Raff | 3:48 | |
| Esther | Ramsay Midwood | 4:37 | |
| Darkness On The Face Of The Earth | Willie Nelson | 2:33 | |
| The Ballad Of Hollis Brown | The Neville Brothers | 5:47 | |
| Funny How Time Slips Away | Glen Campbell, Willie Nelson | 3:32 | |
| Border Song | Willie Nelson | 3:23 | |
| It's Not Supposed To Be That Way | Nathaniel Rateliff, Willie Nelson | 4:22 | |
| Hallelujah | Willie Nelson | 4:52 | |
| Throw the Stone | Micah P. Hinson | 2:09 | |
| Heart With No Companion | Ron Sexsmith | 3:09 | |
