| Milky Way | Bap Kennedy | 3:50 | |
| If I Were a Bluebird | Linda Thompson | 6:50 | |
| Gauzy Dress in the Sun | Richard Buckner | 3:11 | |
| I Don't Love You Anymore | Teddy Thompson | 2:49 | |
| We Don't Live Here Anymore | Jakob Dylan | 4:23 | |
| Only Fooling - Commentary | Kelly Jones, Teddy Thompson | 1:25 | |
| Post To Wire | Richmond Fontaine | 2:13 | |
| The Losing End Again | Neal Casal | 3:12 | |
| Rainy Night In Georgia | Hem | 4:30 | |
| Big Sur | Jay Farrar, Benjamin Gibbard | 3:24 | |
| Just My Heart Talkin' | Ron Sexsmith | 2:22 | |
| Something Fine - Remastered | Jackson Browne | 3:48 | |
| Lookin' Up | Shelby Lynne | 3:29 | |
| Tear Stained Eye - 2015 Remaster | Son Volt | 4:20 | |
| I Can't Help It (If I'm Still In Love With You) | Sunny Ozell, Teddy Thompson | 3:19 | |
| One More Night In Brooklyn | Justin Townes Earle | 3:04 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| There's a Whole Lotta Heaven | Iris DeMent | 3:35 | |
| The Oil Rigs at Night | The Delines | 4:23 | |
| Wonderful Life | The Felice Brothers | 4:02 | |
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| Only Fooling | Teddy Thompson, Kelly Jones | 2:45 | |
| The Sea & the Shore (feat. John Fullbright) | Amy Speace, John Fullbright | 4:14 | |
| Lost In The Backyard | James McMurtry | 4:11 | |
| River Song | Tom Rush | 3:56 | |
| 14 Days | Nick Lowe | 2:57 | |
| Far, Far Away - 2017 Remaster | Wilco | 3:20 | |
| Valentine's Day | Hem | 4:32 | |
| Sleepless Nights - 2006 Remaster | Gram Parsons | 3:23 | |
| This Old Road | Kris Kristofferson | 3:59 | |
| Simple Twist of Fate | Jeff Tweedy | 3:43 | |
| Mystifies Me - 2015 Remaster | Son Volt | 4:12 | |
| Pale Blue Eyes | Alejandro Escovedo | 6:15 | |
| Steal Your Heart Away | Watkins Family Hour, Sara Watkins, Sean Watkins | 2:45 | |
| Never Cry Again | John Fullbright | 4:14 | |
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | |
| Blue and Wonder | Richard Buckner | 3:47 | |
| Surprise, Surprise | Chris Smither | 4:08 | |
| The Late John Garfield Blues | Sara Watkins | 4:06 | |
| Hard Bargain | Ron Sexsmith | 3:12 | |
| Howlin' Down the Cumberland | John Hiatt | 3:45 | |
| Evening Gown | Alejandro Escovedo | 3:28 | |
| River Of Love | T Bone Burnett | 3:31 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| That's Enough Out Of You | Teddy Thompson | 2:40 | |
| In My Arms | Teddy Thompson | 3:12 | |
| Tragedy | Peter Wolf | 2:44 | |
| Down Low | Teddy Thompson | 5:52 | |
| Pickin' Wild Mountain Berries | Jenni Muldaur, Teddy Thompson | 3:10 | |
