| Crescent City | Lucinda Williams | 3:01 | |
| Blue Canoe | Blue Mountain | 4:39 | |
| She Is My Everything | John Prine | 4:25 | |
| Someday/Sometime | Scott Miller | 3:54 | |
| If I Had a Rose | Bruce Robison, Kelly Willis | 3:20 | |
| Thirteen Silver Dollars | Colter Wall | 2:30 | |
| Codeine | Jason Isbell and the 400 Unit | 5:44 | |
| October in the Railroad Earth | Tom Russell | 4:58 | |
| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | |
| Grandpa Was a Carpenter | John Prine | 2:52 | |
| Down in My Hometown | The Flatlanders | 2:45 | |
| James Alley Blues | Willie Watson | 4:06 | |
| Betty | Fred Eaglesmith | 2:17 | |
| Myrna Lee | Blue Mountain | 3:45 | |
| Way Down in My Soul | Zephaniah OHora | 3:11 | |
| Yes I Guess They Oughta Name a Drink After You | John Prine | 2:10 | |
| Melinda Down the Line | Ian Fitzgerald | 5:06 | |
| Wilder Than Her | Fred Eaglesmith | 4:54 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| Good As Gold | Sarah Shook & the Disarmers | 3:13 | |
| Keep It Clean | Willie Watson | 3:35 | |
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| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| Whiskey in My Whiskey | The Felice Brothers | 3:48 | |
| One Red Rose | Iris DeMent | 3:07 | |
| In Spite of Ourselves (feat. Iris DeMent) | John Prine, Iris DeMent | 3:33 | |
| If I've Only One Time Askin' | Daniel Romano | 2:54 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Dog - Audiotree Live Version | The Bottle Rockets, Audiotree | 2:21 | |
| Lower 48 | The Gourds | 4:31 | |
| Speed Of The Sound Of Loneliness | John Prine | 3:28 | |
| Barbara's Song | Ian Noe | 3:25 | |
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| Kelly's Bar | Trampled by Turtles | 3:32 | |
| Always Lift Him Up And Never Knock Him Down | Willie Watson | 2:35 | |
| Leaving Louisiana in the Broad Daylight | Shovels & Rope | 3:33 | |
| Perfect Timing | Drive-By Truckers | 2:57 | |
| (If You Need The) 442 | Shinyribs | 3:19 | |
| I'm On Fire | Town Mountain | 3:33 | |
| Illegal Smile | John Prine | 3:13 | |
| Silver and Gold | Trampled by Turtles | 2:47 | |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| Leaving Louisiana in the Broad Daylight | Rodney Crowell | 3:24 | |
| Turtles All the Way Down | Sturgill Simpson | 3:08 | |
| How Lucky | Kurt Vile, John Prine | 3:23 | |
| Aunt Peg's New Old Man | Robbie Fulks | 3:01 | |
| Champaign, Illinois | Old 97's | 3:25 | |
| Northeast Texas Women | Willis Alan Ramsey | 5:51 | |
| Night Rider's Lament | Jerry Jeff Walker | 4:49 | |
| Who's Gonna Build Your Wall? | Tom Russell | 3:46 | |