| Where I'm From | Shelby Lynne | 3:50 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| The Whole Night Sky | Bruce Cockburn | 3:54 | |
| Ionlanthe | James McMurtry | 4:30 | |
| The Left Hand and the Right Hand | Chuck Prophet | 3:45 | |
| Long Time Gone | Peter Case | 4:29 | |
| Cincinnati Motel | Neal Casal | 4:26 | |
| Workin’s Too Hard | Rayna Gellert | 3:36 | |
| Guilty As a Saint | Chuck Prophet | 3:52 | |
| Thunderbird | John Hiatt | 4:04 | |
| What's Shaking on the Hill | Nick Lowe | 3:30 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| Ain't Waitin' | Justin Townes Earle | 2:16 | |
| Station Blues | Pieta Brown, Chad Cromwell | 3:14 | |
| Powderfinger | Cowboy Junkies | 5:45 | |
| Girl of the North Country - 2013 Remaster | The Waterboys | 4:22 | |
| Call Him Daylight | Hiss Golden Messenger | 3:32 | |
| It Makes No Difference | Shannon McNally | 5:27 | |
| Sitting on Top of the World | Tim Easton | 2:54 | |
| Promises to Keep | Eliza Gilkyson | 4:23 | |
| Don't Skip Out on Me | Richmond Fontaine | 4:07 | |
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| The Whole Night Sky - Alternate Version | Bruce Cockburn | 3:49 | |
| Off And Running | James McMurtry | 3:54 | |
| A Song for You - 2002 Remaster | Gram Parsons | 5:00 | |
| You Couldn't Get Arrested | Green On Red | 5:49 | |
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| Americans in Corduroys | Jeffrey Foucault | 4:49 | |
| So Far Gone | Jenifer McKitrick, Chuck Prophet, Katharine Cole, Tony Marsico, Dawn Richardson | 3:23 | |
| Stop the World and Let Me Off | John Doe, The Sadies | 3:42 | |
| Up Over Yonder | Luther Dickinson, J.J. Grey | 3:19 | |
| Wichita Ain't so Far Away | The Delines | 2:31 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Too Soon To Tell | The Subdudes | 2:49 | |
| Come on Now | Jenifer McKitrick, Chuck Prophet, Katharine Cole, Tony Marsico, Dawn Richardson | 3:25 | |
| Irish Girl | Mike Campbell & The Dirty Knobs | 4:25 | |
| Coming Out in Code | Chuck Prophet | 3:07 | |
| Rock Island Line | Billy Bragg, Joe Henry | 2:55 | |
| Running Up The Stairs | Leo Kottke | 3:15 | |
| Going To The Country | Bruce Cockburn | 3:16 | |
| Blind Willie Mctell | Iain Matthews, Elliott Murphy | 6:12 | |
| What Makes the Monkey Dance | Chuck Prophet | 4:10 | |
| Coming In To Los Angeles | Sarah Lee Guthrie | 2:59 | |
| Down Low | Teddy Thompson | 5:52 | |
| Bramble Rose | Tift Merritt | 4:30 | |
| Put Down The Gun | Peter Case | 3:41 | |
| 16 Days | Whiskeytown | 3:54 | |
| Long As I Can See The Light | Ted Hawkins | 3:13 | |
| Anchor | Alejandro Escovedo | 3:30 | |