| Moonlight of Your Room | Joe Pug | 2:07 | |
| Blow Me a Kiss | Blackie & The Rodeo Kings | 3:12 | |
| The Brightest Day | Caitlin Canty | 2:58 | |
| Lingering On | Tift Merritt | 2:43 | |
| Manhattan Moon | Lucy Kaplansky | 3:54 | |
| Him Who Saved Me | Chip Taylor, Carrie Rodriguez | 4:36 | |
| Big Love | Carrie Rodriguez | 4:05 | |
| Trouble Looks Good on You | Amy Speace | 2:52 | |
| Don't Think Twice, It's Alright | Drew Holcomb & The Neighbors | 4:39 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Tell Me True (feat. Adriel Denae) | Cory Chisel, Adriel Denae | 2:40 | |
| Power and Glory | Dave Carter, Tracy Grammer | 2:45 | |
| The Briar and the Rose | Old Man Luedecke | 3:36 | |
| Live to Strike Again | Chip Taylor | 2:37 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| Youngstown | The Stairwell Sisters | 4:37 | |
| Black Haired Boy | Shannon McNally | 3:13 | |
| The Sea & the Shore (feat. John Fullbright) | Amy Speace, John Fullbright | 4:14 | |
| East of Eden | Tom Rush | 3:29 | |
| Workin’s Too Hard | Rayna Gellert | 3:36 | |
| Prayer in Open D | Shannon McNally | 3:55 | |
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| What It Takes | Fred Eaglesmith | 3:57 | |
| Hearts Beat and Take a Beating | Forest Sun | 3:16 | |
| On a Sea of Fleur de Lis | Richard Shindell | 4:47 | |
| Catch the Wind | Kimmie Rhodes | 3:14 | |
| All the Way Around | Kris Delmhorst | 3:53 | |
| Angels and Acrobats | Rod Picott | 2:55 | |
| River Alone | Caitlin Canty | 4:54 | |
| The Last Fare of the Day | Richard Shindell | 5:19 | |
| If I Had a Rose | Bruce Robison, Kelly Willis | 3:20 | |
| La Última Vez | Carrie Rodriguez | 4:28 | |
| Give Me a Sad Song | Linda Thompson | 3:56 | |
| Late September | Watchhouse | 4:20 | |
| Wise Woman | Caroline Herring | 3:10 | |
| That's All Right | Dori Freeman | 3:18 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| Alveregna | I Draw Slow | 5:00 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| Only Fooling | Teddy Thompson, Kelly Jones | 2:45 | |
| After the Storm | The Flatlanders | 3:52 | |
| Do Somethin' good | Chip Taylor | 2:29 | |
| Which Will | Lucinda Williams | 4:31 | |
| Gone and Back | Anna Lynch | 3:16 | |
| In Chicago | Amy Speace | 3:42 | |
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | |
| Went To See The Gypsy | Martha Scanlan | 3:32 | |
| Dim Star Of The Palisades | Birds of Chicago | 2:58 | |
| Northern Girl | Cheryl Wheeler | 3:46 | |
| Ring Them Bells | Sarah Jarosz | 3:30 | |