| Blue River | Eric Andersen | 4:45 | |
| Cry Cry | Grant-Lee Phillips | 4:18 | |
| This Boy | The Cactus Blossoms | 2:25 | |
| Bottomless Mimosas | Sam Outlaw | 3:46 | |
| Meet Me on the Corner | Motel Mirrors, Amy LaVere, John Paul Keith | 2:30 | |
| In the Way | Tift Merritt | 3:35 | |
| My List | Shelby Lynne, Allison Moorer | 2:52 | |
| Love Will Win the War | Darden Smith | 3:54 | |
| Come Cryin' to Me | The Jayhawks | 3:41 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| All the Same to You | Laura Cantrell | 3:06 | |
| Run from You | Max Gomez | 3:59 | |
| You Left the Water Running | Dan Penn | 3:25 | |
| Thunderbird | John Hiatt | 4:04 | |
| Still Learning How to Fly | Rodney Crowell | 4:12 | |
| If I Need You | Karl Blau | 3:54 | |
| Rookie Dreaming | Courtney Marie Andrews | 3:27 | |
| Better to My Baby | Whitney Rose | 3:11 | |
| Nothing Takes The Place Of You | Shovels & Rope, JD McPherson | 3:57 | |
| Simple Gearle | Stacey Earle | 2:30 | |
| Is It Too Much | Shelby Lynne, Allison Moorer | 4:45 | |
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| Black Ribbons | Gretchen Peters | 4:56 | |
| Just My Heart Talkin' | Ron Sexsmith | 2:22 | |
| Comes a Time | Kate York | 3:10 | |
| Better at Lying - Commentary | Kelly Jones, Teddy Thompson | 1:28 | |
| Dear Mary | Linda Thompson, Teddy Thompson, Kamila Thompson, Richard Thompson | 3:29 | |
| To Live Is To Fly | Cowboy Junkies | 4:27 | |
| Far Celestial Shore | Mavis Staples | 2:55 | |
| Darkest Hour | Arlo Guthrie | 4:07 | |
| As You Were | Teddy Thompson, Kelly Jones | 2:36 | |
| An American Boy | Eliza Gilkyson | 3:18 | |
| They've Trapped Us Boys | Jakob Dylan | 4:01 | |
| Isabel's Daughter | The Jayhawks | 3:26 | |
| Foolish | Ray Bonneville | 3:28 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| Good Luck Charm | The Mastersons | 3:33 | |
| All the Way to Amsterdam | Greg Trooper | 2:59 | |
| Open Up Your Heart | Chuck Prophet | 2:59 | |
| Rose of Cimarron | Poco, Chelsea Williams | 4:15 | |
| Just Someone I Used To Know | Jenni Muldaur, Teddy Thompson | 2:18 | |
| Down Low | Teddy Thompson | 5:52 | |
| Put It Off Until Tomorrow | Jenni Muldaur, Teddy Thompson | 2:27 | |
| Given All I Can See | Chris Hillman | 3:02 | |
| Dim Star Of The Palisades | Birds of Chicago | 2:58 | |
| No Place To Fall | The Little Willies | 4:00 | |
| Two Angels | Peter Case | 4:32 | |
| Sometimes We Cry | Shana Morrison | 4:42 | |
| Another Kind Of Blue | Slaid Cleaves | 2:28 | |
| Alabama Song | Allison Moorer | 3:53 | |