| Sheila | Eric Andersen | 4:36 | |
| Running Behind | Howe Gelb | 2:24 | |
| Heaven and Hell | Waylon Jennings, Willie Nelson | 1:38 | |
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| L.A. Freeway | Guy Clark | 4:32 | |
| What Was It You Wanted | Willie Nelson | 5:24 | |
| Over You | T Bone Burnett | 2:20 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| Lay Me Down (with Willie Nelson) | Loretta Lynn, Willie Nelson | 2:50 | |
| Bend to the Road | Calexico | 3:17 | |
| Satisfied Mind | The Walkabouts | 4:47 | |
| A Song for You | Willie Nelson | 4:20 | |
| Homewrecker | Nick Lowe | 3:08 | |
| Fennario | Gill Landry | 3:25 | |
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | |
| Evening Gown | Alejandro Escovedo | 3:28 | |
| Both Sides Now | Willie Nelson | 3:01 | |
| Out There | Giant Sand | 3:03 | |
| Out Of The Wilderness | The Be Good Tanyas | 3:13 | |
| Closer To Heaven | Rodney Crowell | 5:20 | |
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| Don't Need You | Alejandro Escovedo | 5:11 | |
| Washboard Lisa | Grayson Capps | 3:36 | |
| Songbird | Eric Clapton, Willie Nelson | 2:55 | |
| Forever and a Day | Giant Sand | 6:26 | |
| The Long Time Now | T Bone Burnett | 2:57 | |
| A Hold On Me | Diana Jones | 4:20 | |
| Maggie's Farm | Stephen Malkmus, The Million Dollar Bashers | 5:26 | |
| One More Cup of Coffee | Roger McGuinn, Calexico | 4:30 | |
| Oh Susanna | The Be Good Tanyas | 4:20 | |
| What It Takes | Fred Eaglesmith | 3:57 | |
| Love Minus Zero / No Limit | Chrissie Hynde | 4:12 | |
| Hell Bent of a Heartache | Guy Clark | 3:34 | |
| I Can Get off on You - Remastered | Waylon Jennings, Willie Nelson | 2:22 | |
| The Open Road | Howe Gelb, Arizona Amp and Alternator | 1:14 | |
| Billy 1 | Los Lobos | 4:02 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| Soldier, Soldier | Natalie Merchant | 3:45 | |
| Stranded Pearl | Giant Sand | 3:59 | |
| Love & Happiness | Kimmie Rhodes, Willie Nelson | 4:46 | |
| No Mas Amor (feat. Alison Krauss) | Willie Nelson, Alison Krauss | 4:12 | |
| If You Knew My Mind | Grayson Capps | 3:03 | |
| Pick Up the Tempo | Waylon Jennings | 2:34 | |
| Colfax Avenue | The Delines | 3:30 | |
| Dirty Water | Buddy & Julie Miller | 6:53 | |
| Take off That Dress for Me | Micah P. Hinson | 2:01 | |
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | |
| Down Low | Teddy Thompson | 5:52 | |
| Cindy, I'll Marry You Someday | Robert Plant | 3:36 | |