| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| The Needle And The Damage Done | Laura Marling | 2:01 | |
| Red Dress | Israel Nash | 4:07 | |
| Roll Um Easy | Little Feat | 2:31 | |
| It's My Lazy Day | Merle Haggard, Willie Nelson | 2:49 | |
| Buffalo | Frankie Lee | 3:33 | |
| Free To Go | Neal Casal | 6:03 | |
| Long Time Comin' | John Hiatt | 4:12 | |
| Saving the Good Stuff for You | Richard Thompson | 3:54 | |
| (Looking For) The Heart Of Saturday Night | Tom Waits | 3:53 | |
| One Paper Kid - 2003 Remaster | Emmylou Harris, Willie Nelson | 2:57 | |
| Graveyard Fields | The Dead Tongues | 3:45 | |
| Way Out West | Marty Stuart And His Fabulous Superlatives | 5:41 | |
| What It Takes | Fred Eaglesmith | 3:57 | |
| Homeland Refugee | The Flatlanders | 3:58 | |
| Willin' | Little Feat | 2:54 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| First Air of Autumn | Drive-By Truckers | 3:30 | |
| Hands of Time | Margo Price | 6:09 | |
| Feelin' Good Again | Robert Earl Keen | 3:16 | |
| Wonderful Remark - Philosopher's Stone Version | Van Morrison | 8:01 | |
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| I Am the Big Easy | Ray Bonneville | 4:37 | |
| Eastern Light (feat. Sam Beam) | Tift Merritt, Sam Beam | 4:34 | |
| Heaven Help The Child | Bill Callahan | 5:07 | |
| Last Thing I Needed First Thing This Morning | Willie Nelson | 4:20 | |
| Oh, Mama, Come Home | Jakob Dylan | 2:26 | |
| I'm Not Afraid To Die | Gillian Welch, Willie Nelson | 3:54 | |
| It's All Over Now, Baby Blue | The Seldom Scene | 3:20 | |
| Songbird | Eric Clapton, Willie Nelson | 2:55 | |
| Still Crazy After All these Years | Robert Ellis | 3:51 | |
| American Tune | Willie Nelson | 4:20 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| Sure Feels Good Anyway | Amy Ray | 4:30 | |
| Everywhere I Go | Willie Nelson | 3:50 | |
| Dance All Night | Ryan Adams & The Cardinals | 3:14 | |
| I Never Cared For You | Willie Nelson | 2:18 | |
| Down Low | Teddy Thompson | 5:52 | |
| I Drink | Mary Gauthier | 4:30 | |
| Are You Sure (Hidden Track) | Kacey Musgraves, Willie Nelson | 3:55 | |
| The Weary Kind | Ryan Bingham | 4:18 | |
| Suit Of Lights | Alejandro Escovedo | 4:25 | |
| Tell Moses | Colvin & Earle | 3:41 | |
| Soap Box Preacher | Robbie Robertson | 5:20 | |
| I've Just Destroyed The World | Willie Nelson | 2:52 | |
| Willin' | Linda Ronstadt | 3:02 | |
| When I Go Away | Levon Helm | 4:32 | |
| Somebody Pick Up My Pieces | Willie Nelson | 4:39 | |
| Let It Ride | Ryan Adams & The Cardinals | 3:23 | |
| Let Your Loss Be Your Lesson | Robert Plant, Alison Krauss | 4:01 | |