| Hundred Dollar Valentine | Chris Smither | 3:05 | |
| Sammi's Song | Tré Burt | 1:59 | |
| Boulevard Of Broken Dreams | Bill Bourne | 3:25 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Left Alone | Malcolm Holcombe, Iris DeMent | 4:11 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Childish Things | James McMurtry | 4:35 | |
| Winsome Smile | Chris Smither | 3:34 | |
| Black Jack Davey | Hurray For The Riff Raff | 3:11 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Sitting on Top of the World | Tim Easton | 2:54 | |
| Wouldn't Be the First Time | Kieran Kane, Rayna Gellert | 2:59 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Girl She Used to Be | Chatham County Line | 2:50 | |
| Airplane | David Rawlings | 4:44 | |
| Buckets of Rain - Live | Neko Case | 2:48 | |
| Long Black Veil | Caroline Herring | 3:14 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| East of Eden | Tom Rush | 3:29 | |
| Reckless | Rodney Crowell | 3:30 | |
| Always | John Gorka | 3:55 | |
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| Lonely Time | Chris Smither | 3:22 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Grave Angels | Joe Henry | 5:31 | |
| Don't Think Twice, It's Alright | Drew Holcomb & The Neighbors | 4:39 | |
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | |
| Lonesome Whistle | Billy Bragg, Joe Henry | 2:53 | |
| Train to Birmingham | Kevin Welch | 4:13 | |
| Lonesome Old River Blues | Dom Flemons | 2:42 | |
| Knowing How It Ends | Forest Sun | 2:53 | |
| Hallelujah (I’m a Dreamer) | Luther Dickinson, Amy LaVere | 2:48 | |
| First Time in Years | Erik Koskinen | 3:52 | |
| God I'm Missing You | Rodney Crowell | 3:54 | |
| Dusty Old Man | Tift Merritt | 3:47 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Henry Antrim | Bap Kennedy | 3:08 | |
| Blues Came Down | Joe Pug | 2:25 | |
| Avalon, My Hometown | Bruce Cockburn | 4:20 | |
| The Trip | Dave Rawlings Machine | 10:55 | |
| Love Is Just A Wrecking Ball | Del Barber | 4:20 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| Stars Fell On Alabama | Tara Nevins | 2:56 | |
| The Worst Part Of A Broken Heart | Shannon McNally | 3:27 | |
| Roll On | The Little Willies | 3:06 | |
| Desolation Row | Chris Smither | 7:45 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Who Carried You | Malcolm Holcombe | 3:31 | |
| She's That Kind Of Mystery | Bill Morrissey | 3:29 | |
| The West Was Burning | Martha Scanlan | 4:59 | |
