| Letters | Marty O'Reilly & the Old Soul Orchestra | 3:52 | ||
| Fuck Up | Sarah Shook & the Disarmers | 3:21 | ||
| Drunken Barber's Hand | Slaid Cleaves | 2:41 | ||
| There Will Be Nights When I'm Lonely | Possessed by Paul James | 3:53 | ||
| Dancin' | Pete Bernhard | 3:36 | ||
| Pass Unloving Eyes | Hackensaw Boys | 3:29 | ||
| Too Stoned to Cry - 2019 Recut | Andrew Combs | 3:24 | ||
| Long Summer Day | The Tillers | 3:00 | ||
| Katie | Fred Eaglesmith | 3:42 | ||
| Devil's Taxidermy | Willy Tea Taylor, The Fellership | 3:42 | ||
| Happy in Hindsight | Jonny Fritz | 3:30 | ||
| Traveling Lady | The Haunted Windchimes | 1:58 | ||
| Cayuse | Kassi Valazza | 5:00 | ||
| left behind | Pete Bernhard | 4:00 | ||
| Someday/Sometime | Scott Miller | 3:54 | ||
| Split My Tooth | Jade Brodie | 3:56 | ||
| Ten Rivers | The Suitcase Junket | 2:52 | ||
| The Doorman | Watchhouse | 4:31 | ||
| Bull Riders & Songwriters | Willy Tea Taylor | 5:15 | ||
| Talk to the Birds | Chris Doud, Willy Tea Taylor, Joey No Knows | 3:20 | ||
| Thief and a Liar | Jeffrey Martin | 4:24 | ||
| Unlock more with Songs Like X Pro | ||||
| I Do My Father's Drugs | Joe Pug | 2:48 | ||
| Not a Word | Watchhouse | 4:23 | ||
| Dixie | Gill Landry | 3:21 | ||
| Heavy | Possessed by Paul James | 4:35 | ||
| Thirteen Bears | Chris Doud, Willy Tea Taylor, Joey No Knows | 2:29 | ||
| Goodbye My Son | The Good Luck Thrift Store Outfit | 3:25 | ||
| Like a Hole in My Head | The Tillers | 4:06 | ||
| Running on Empty | Kassi Valazza | 3:58 | ||
| Melinda Down the Line | Ian Fitzgerald | 5:06 | ||
| Knock-Kneed Ballerina | The Kernal | 3:12 | ||
| There Go A Fool | Justin Townes Earle | 4:32 | ||
| Rachel's Song | James McMurtry | 4:39 | ||
| Michigan Rose | The Hill Country Devil | 5:09 | ||
| Son of the Working Class | Josh Okeefe | 2:56 | ||
| Time or Tears | Laney Lou and the Bird Dogs | 3:37 | ||
| Free Little Bird | Willi Carlisle | 1:48 | ||
| Nobody Gives a Damn About Songs Anymore | John Moreland | 3:15 | ||
| Turtle Dove & the Crow | Watchhouse | 3:22 | ||
| Good Morning | The River Arkansas | 3:13 | ||
| Young When I Left Home | The Good Luck Thrift Store Outfit | 4:28 | ||
| When the Waters Were One | Joseph Huber | 4:19 | ||
| Only Sorrow Remains | Tré Burt | 3:47 | ||
| 'Til You Come By Here | Fruition | 2:53 | ||
| Postcard from Paradise | Scott Ballew | 2:57 | ||
| Rue the Day | Willy Tea Taylor | 5:36 | ||
| Debtors' Prison | Dustbowl Revival | 4:53 | ||
| What Makes Me Think | The Resonant Rogues | 4:04 | ||
| Let The Mermaids Flirt With Me | Logan Ledger | 4:26 | ||
