| Worried Mind | Eilen Jewell | 3:15 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Hurricane Party | James McMurtry | 5:56 | |
| Trade All the Lights (feat. Lydia Loveless) | Caleb Caudle, Lydia Loveless | 3:38 | |
| If I Had a Rose | Bruce Robison, Kelly Willis | 3:20 | |
| Tennessee Song | Margo Price | 4:40 | |
| South Dakota | James McMurtry | 5:03 | |
| Pilgrim (You Can't Go Home) | Dave Rawlings Machine | 7:57 | |
| Lament | The Gourds | 4:50 | |
| Good As Gold | Sarah Shook & the Disarmers | 3:13 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Wrecking Ball | Hard Working Americans | 4:47 | |
| Vaquero | James McMurtry | 4:41 | |
| James Alley Blues | Willie Watson | 4:06 | |
| Change Your Mind | Chris Smither | 3:12 | |
| Welfare Music | Hard Working Americans | 3:32 | |
| Ellis County | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:51 | |
| It's Never Too Late to Call | Paul Thorn | 3:01 | |
| Long Island Sound | James McMurtry | 6:47 | |
| Cleveland County Blues | John Moreland | 3:52 | |
| Kansas | Fred Eaglesmith | 3:44 | |
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| Keep It Clean | Willie Watson | 3:35 | |
| Myrna Lee | Blue Mountain | 3:45 | |
| Sweet Georgia | Malcolm Holcombe | 3:17 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| Time Stands Still | Chris Smither | 3:45 | |
| Dark Eyed Gal (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:58 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| Wild One | Nikki Lane | 3:30 | |
| Opening Statement | Hard Working Americans | 5:18 | |
| All Kinds Of People | Lilly Hiatt | 2:39 | |
| Latchkey Kid | John Moreland | 4:20 | |
| Slate | Uncle Tupelo | 3:24 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Strange Faces | Daniel Romano | 3:00 | |
| Desperate & Depressed | Margo Price | 3:31 | |
| Carlisle's Haul | James McMurtry | 7:13 | |
| Sound of Your Memory | Lukas Nelson and Promise of the Real | 5:18 | |
| Steady as the Rising Sun | Robert Ellis | 4:09 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Lost in This Canyon | The Two Tracks | 4:34 | |
| Oklahoma Gypsy Shuffler | Adam Carroll | 4:45 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| Growing Trade | Levon Helm | 4:22 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Runnin’ Shine | Lukas Nelson and Promise of the Real | 3:22 | |
| Gulf Road | James McMurtry | 4:31 | |
| Inn Town | Whiskeytown | 5:51 | |
