| Song for Ian Tyson | Old Man Luedecke | 3:28 | |
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | |
| Love, The Magician | Dave Carter, Tracy Grammer | 4:18 | |
| Pretty Bird (with Laurie Lewis) | Linda Ronstadt, Laurie Lewis | 2:38 | |
| Memphis Pearl | Lucinda Williams | 4:19 | |
| Together We're Not Much | Chip Taylor | 3:07 | |
| Willin' | Richard Shindell | 3:15 | |
| The High Road | Molly Tuttle | 2:49 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Dadgum Down | Amy Ray | 4:27 | |
| That's All Right | Dori Freeman | 3:18 | |
| In the Morning | Dead Horses | 2:57 | |
| One Red Rose | Iris DeMent | 3:07 | |
| Wildflowers in the Graveyard | Amber Rubarth | 3:00 | |
| Loneliest Songs | The Honey Dewdrops | 4:47 | |
| I'll Carry for You (Version) | Chip Taylor, Shaye Zadravec | 3:38 | |
| Youngstown | The Stairwell Sisters | 4:37 | |
| Black Haired Boy | Shannon McNally | 3:13 | |
| Late September | Watchhouse | 4:20 | |
| Pretty Girl | Diana Jones | 3:10 | |
| This Morning I Am Born Again | Lucy Kaplansky | 3:06 | |
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| Catch the Wind | Kimmie Rhodes | 3:14 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| Everything's a Miracle (Live) | Greg Trooper | 5:47 | |
| Simple & Sober | Lindsay Lou | 3:04 | |
| No Rust on My Spade | Otis Gibbs | 4:17 | |
| The Bird & The Rifle | Lori McKenna | 4:24 | |
| Angel from Montgomery | Bonnie Raitt | 4:11 | |
| Who Carried You | Malcolm Holcombe | 3:27 | |
| East of Eden | Tom Rush | 3:29 | |
| Turpentine | Kris Kristofferson | 3:06 | |
| Oh My Michael | Red Molly | 3:08 | |
| Death in Arkansas | Eliza Gilkyson | 4:18 | |
| Hearts Beat and Take a Beating | Forest Sun | 3:16 | |
| Once Again, One Day...Will You Be Mine | Chip Taylor, Carrie Rodriguez | 5:35 | |
| Trace | Caroline Herring | 3:15 | |
| The Briar and the Rose | Old Man Luedecke | 3:36 | |
| Prayer For My Friends | Terri Hendrix | 2:41 | |
| Needed | Robbie Fulks | 5:07 | |
| The Sea & the Shore (feat. John Fullbright) | Amy Speace, John Fullbright | 4:14 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| I Can't Help It (if I'm Still in Love With You) | Chip Taylor, Carrie Rodriguez | 3:25 | |
| Deep Blue Sea | Dead Horses | 4:03 | |
| Coast | Eliza Gilkyson | 3:25 | |
| The Early Days | Old Man Luedecke | 4:31 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| She's That Kind Of Mystery | Bill Morrissey | 3:29 | |
| Dim Star Of The Palisades | Birds of Chicago | 2:58 | |