| What It Takes | Fred Eaglesmith | 3:57 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| No Surrender | Holly Williams | 4:21 | |
| Biologically Blue - Live | Greg Trooper | 4:24 | |
| My Portion | I Draw Slow | 4:15 | |
| Angeline | James McMurtry | 4:04 | |
| Mostly Water | Bap Kennedy | 3:23 | |
| This Old Guitar | Lucinda Williams | 2:44 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Might Be A Train | Greg Trooper | 3:24 | |
| Wondering | Teddy Thompson, Kelly Jones | 2:38 | |
| Slow Train | Hans Theessink | 5:28 | |
| I'm Looking for Blue Eyes | Shelby Lynne, Allison Moorer | 2:57 | |
| Hymn for the Crossing | Amy Speace | 3:36 | |
| The Highwayman (feat. Mark Knopfler) | Jimmy Webb, Mark Knopfler | 4:17 | |
| You Don't Scare Me | Whitney Rose | 4:10 | |
| Tattooed | John Gorka | 3:41 | |
| Bitter End | The Jayhawks | 4:17 | |
| My Lonely Sad Eyes | The Belfast Cowboys | 2:18 | |
| Something More | Otis Gibbs | 4:16 | |
| O What a Thrill | Jesse Winchester | 3:18 | |
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| Not Dark Yet | Shelby Lynne, Allison Moorer | 4:19 | |
| Scavenger | Lucy Kaplansky | 4:02 | |
| Left Alone | Malcolm Holcombe, Iris DeMent | 4:11 | |
| Learning How to Love Him | Amanda Anne Platt & the Honeycutters | 4:16 | |
| Circus of Life | Kinky Friedman | 3:33 | |
| Take Me for a Ride | Caitlin Canty | 4:09 | |
| Millionaire | Kevin Welch | 3:59 | |
| We Won't Dance - Live | Greg Trooper | 4:25 | |
| All That's Left Is Fare-Thee-Well (feat. Charlie Sexton) | Terry Allen, The Panhandle Mystery Band, Charlie Sexton | 3:06 | |
| The Way I Should | Iris DeMent | 4:26 | |
| Seven Spanish Angels | Amos Lee | 5:17 | |
| Buckets of Rain | Joan Osborne | 3:55 | |
| Gone by the Ol' Sunrise | Malcolm Holcombe, Iris DeMent | 3:00 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| Second Wind | Greg Trooper | 4:38 | |
| Oh Marianne | Peter Wolf | 4:19 | |
| Loving Her Was Easier (Than Anything I'll Ever Do Again) | Kris Kristofferson | 5:17 | |
| Big Love | Little Village | 6:25 | |
| Brother Flower | Townes Van Zandt, Kimmie Rhodes | 2:56 | |
| Life is Fine | Tom Rush | 3:39 | |
| Angels and Acrobats | Rod Picott | 2:55 | |
| Carry My Tears Away | Harry Manx, Kevin Breit | 2:44 | |
| Light As a Fire | The Stray Birds | 3:26 | |
| You Were On My Mind | Colvin & Earle | 2:56 | |
| When I Get A Little Money | Chris Hillman | 2:32 | |
| Row Of Dominoes | Joe Ely | 3:38 | |
| When I Cross Over | Tift Merritt | 6:32 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |