| Jukebox (Live) | Amanda Anne Platt & the Honeycutters | 4:19 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Long as I Can See the Light | Miko Marks, The Resurrectors | 3:45 | |
| Crazy Wayne | Caleb Caudle, Jerry Douglas, Sam Bush | 2:39 | |
| Southern Wind | Dallas Burrow | 4:26 | |
| The Guitar Case | Amanda Anne Platt & the Honeycutters | 4:18 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Hurricane Party | James McMurtry | 5:56 | |
| How Many Women | Lydia Loveless | 3:44 | |
| I'm The One Who Needs You Tonight | Cordovas | 2:48 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| My Own Jail | Whitney Rose | 3:34 | |
| That's How I Feel | Dori Freeman | 2:43 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Sixteen Angels Dancing 'Cross the Moon | Chip Taylor, John Prine | 3:18 | |
| It's Never Too Late to Call | Paul Thorn | 3:01 | |
| I'm Proud of You (For Loving Me) | Forest Sun | 3:07 | |
| Kentucky, 1988 | Kelsey Waldon | 4:04 | |
| 7:28 | Waylon Payne | 4:02 | |
| Every Pilgrim Needs a Highway | Craig Market, Thomm Jutz | 3:32 | |
| Sure Feels Good Anyway | Amy Ray | 4:30 | |
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| Shattered Glass | Caleb Caudle | 2:40 | |
| 1952 Vincent Black Lightning | Red Molly | 5:10 | |
| You Cared Enough to Lie | Eilen Jewell | 2:47 | |
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | |
| Decent Man | James McMurtry | 4:48 | |
| Trade All the Lights (feat. Lydia Loveless) | Caleb Caudle, Lydia Loveless | 3:38 | |
| Flesh and Bone | Gasoline Lollipops | 3:24 | |
| Road May Flood / It's a Heartache | Ian Noe | 4:19 | |
| Hometown USA | Slaid Cleaves | 3:53 | |
| Reverie | Amanda Anne Platt & the Honeycutters | 3:39 | |
| Wild Things | Gurf Morlix | 2:57 | |
| Memphis In My Mind | Whitney Rose | 2:53 | |
| Cherry Red Wine | Max Gomez | 3:51 | |
| Piedmont Sky | Caleb Caudle | 3:00 | |
| Learning How to Love Him | Amanda Anne Platt & the Honeycutters | 4:16 | |
| Night After Night | Daniel Tashian | 2:41 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Sam Stone | John Paul White | 4:26 | |
| T Total Tommy | Jamie Lin Wilson | 4:12 | |
| There May Come a Day | Amanda Anne Platt & the Honeycutters | 3:18 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| You Must Go | Lilly Hiatt | 5:02 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Keen Rambler | John Hiatt, Jerry Douglas | 3:25 | |
| Biding All My Time | Viv & Riley | 3:42 | |
| It Was Always So Easy (To Find An Unhappy Woman) | Peter Wolf | 2:40 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |