| Not That Simple | The Honeycutters | 3:24 | |
| Fall into the Night | Tom Rush | 3:55 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| West Texas Heaven | Kimmie Rhodes | 3:07 | |
| Wavin' My Heart Goodbye | The Flatlanders | 2:38 | |
| Willin' | Richard Shindell | 3:15 | |
| Together We're Not Much | Chip Taylor | 3:07 | |
| The Call | Catherine MacLellan | 3:12 | |
| Man of God | Eliza Gilkyson | 4:27 | |
| Do Your Part | Chip Taylor, Carrie Rodriguez | 4:54 | |
| Hymn for the Crossing | Amy Speace | 3:36 | |
| Eliza Jane | Eliza Gilkyson | 4:02 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| Too Many Rivers | Jessi Colter | 2:32 | |
| We Pave the Way | Orkesta Mendoza, Carrie Rodriguez | 3:37 | |
| Lovin' Eyes | Applewood Road, Aaron Lee Tasjan | 2:15 | |
| Unknown Legend | Caitlin Canty | 3:55 | |
| I Can't Help It (if I'm Still in Love With You) | Chip Taylor, Carrie Rodriguez | 3:25 | |
| Stranger in the House (with Elvis Costello) | George Jones, Elvis Costello | 3:36 | |
| Pearly Gates | Ben Dickey, Alynda Segarra | 4:06 | |
| If I Could Make You My Own | Dori Freeman | 3:22 | |
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| Extra | Chip Taylor, Carrie Rodriguez | 2:49 | |
| John Hardy | Chris Smither | 3:12 | |
| New Shoes | Caleb Klauder, Reeb Willms | 4:04 | |
| Simple Gearle | Stacey Earle | 2:30 | |
| Love in the Sweetest Amnesty | Chris Hillman | 3:43 | |
| Big Love | Carrie Rodriguez | 4:05 | |
| Piece of Heaven | The Honeycutters | 4:05 | |
| Traveler's Prayer - Bonus Track | Mary Chapin Carpenter | 5:09 | |
| East of Eden | Tom Rush | 3:29 | |
| Calm Before the Storm | Eliza Gilkyson | 3:50 | |
| Somethin' Stupid | Zephaniah OHora | 3:18 | |
| Weaker Moments | Chip Taylor, The New Ukrainians | 3:39 | |
| Like A Songbird That Has Fallen | Luther Dickinson, Amy Helm | 2:54 | |
| Makes Me Wonder If I Ever Said Goodbye | Mickey Newbury | 2:48 | |
| Crossing Muddy Waters | John Hiatt | 4:05 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Rest Your Weary Mind (with Bobby Bare, Jr.) | Elizabeth Cook, Bobby Bare Jr. | 3:18 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| I've Just Seen a Face | Tami Neilson | 2:31 | |
| Bigger Boat (feat. Randy Newman) | Brandy Clark, Randy Newman | 3:34 | |
| Come What May | Colvin & Earle | 3:11 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| Prairie In The Sky | Mary McCaslin | 3:46 | |
| She's That Kind Of Mystery | Bill Morrissey | 3:29 | |
| Northern Girl | Cheryl Wheeler | 3:46 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| The Wheels Of Laredo | Tanya Tucker | 3:49 | |
| I Love It When She Lies | Greg Trooper | 3:32 | |