| Wondering How | Pieta Brown | 3:06 | |
| Cry for Me | Sam Outlaw | 2:38 | |
| In Chicago | Amy Speace | 3:42 | |
| Pale Moon | Shannon McNally, Neal Casal | 4:39 | |
| Madalyn's Bones | Gurf Morlix | 3:32 | |
| Sweet Georgia | Malcolm Holcombe | 3:17 | |
| All My Money On You | Diana Jones | 3:09 | |
| When You Walk On | Eliza Gilkyson | 3:19 | |
| A Little Pain | Margo Price | 2:55 | |
| Worrisome Years | Greg Brown | 4:08 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| Blow Me a Kiss | Blackie & The Rodeo Kings | 3:12 | |
| Rollin' Home To Someone You Love | Steve Forbert | 3:04 | |
| If I Could Make You My Own | Dori Freeman | 3:22 | |
| The Wheel | Patty Griffin | 6:17 | |
| I Don't Know Why | Kieran Kane, Rayna Gellert | 3:09 | |
| Kids In The Street | Justin Townes Earle | 3:53 | |
| Another Black Hole | Malcolm Holcombe, Futureman, Tony Joe White | 4:23 | |
| Nature Smiles on It All | Brian Stoltz, Shannon McNally | 3:35 | |
| Thunderbird | John Hiatt | 4:04 | |
| She's a River | Gurf Morlix | 4:28 | |
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| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| We Had It All | Shannon McNally | 4:02 | |
| Ten Miles Down the Nine Mile Road | Scott Miller | 4:13 | |
| Learning How to Love Him | Amanda Anne Platt & the Honeycutters | 4:16 | |
| Every Time You Leave | Shelby Lynne, Allison Moorer | 2:23 | |
| Harper Valley Pta | Bruce Robison, Kelly Willis | 3:45 | |
| Birthday Song | Amanda Anne Platt & the Honeycutters | 4:15 | |
| Movin' On | Po' Girl | 2:51 | |
| Cool Cool Rain | Ray Bonneville | 3:46 | |
| Don't Think Twice. It's Alright | Susan Tedeschi | 4:43 | |
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| Where I'm From | Shelby Lynne | 3:50 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Light As a Fire | The Stray Birds | 3:26 | |
| Next Card to Fall | Ray Bonneville | 3:56 | |
| It Makes No Difference | Shannon McNally | 5:27 | |
| Letter in Hand | Pieta Brown | 3:53 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| Bury My Heart On The Jersey Shore | Shannon McNally | 6:17 | |
| I Know | Kim Richey | 3:13 | |
| Start All Over | Shannon McNally | 4:47 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| Groovy Little Things | Ted Hawkins | 3:29 | |
| I'd Do The Same For You | Charlie Sexton, Shannon McNally | 4:58 | |