| Creosote | Son Volt | 4:12 | |
| Ringmaster | Ramsay Midwood | 2:40 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Alone | TK & The Holy Know-Nothings | 3:55 | |
| Moondog | Joseph Huber | 3:22 | |
| House of Stone | Mudcrutch | 3:00 | |
| Myrna Lee | Blue Mountain | 3:45 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| Indianapolis | The Bottle Rockets | 3:32 | |
| Rexanimarum | Israel Nash | 4:59 | |
| Maria | Cordovas | 4:41 | |
| 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 Time | Patterson Hood | 3:31 | |
| In My Cups | Western Centuries | 3:02 | |
| Memphis Rain | Aaron Lee Tasjan | 3:38 | |
| Frankenstein | TK & The Holy Know-Nothings | 5:00 | |
| Walking Proof | Lilly Hiatt | 3:55 | |
| Far From Home | Western Centuries | 3:52 | |
| Sit Crooked, Talk Straight | Sam Morrow | 3:37 | |
| Drunken Barber's Hand | Slaid Cleaves | 2:41 | |
| Tub Gut Stomp & Red-Eyed Soul | Shinyribs | 4:12 | |
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| Everybody's Missing the Sun | The Gourds | 2:59 | |
| Weight of the World | Western Centuries | 3:22 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Big Mouth Blues | Green Leaf Rustlers | 5:41 | |
| 911 | Ramsay Midwood | 4:26 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Every Time It's Raining | Western Centuries | 3:20 | |
| Deer in the Sky | Chicago Farmer | 3:23 | |
| New Ways to Fail | Sarah Shook & the Disarmers | 4:07 | |
| What It Takes | Fred Eaglesmith | 3:57 | |
| Tupelo - Live | Jackie Greene | 5:51 | |
| Big Cheeseburgers and Good French Fries | Gurf Morlix | 2:51 | |
| Santa Fe | Cordovas | 3:11 | |
| Drivin' | Robert Ellis | 2:46 | |
| Waiting on a Song | Duane Betts | 4:50 | |
| Cowboys Bikers and Tuff Guys | Eric Lindell | 4:17 | |
| This Changes Everything | Jim Lauderdale | 3:32 | |
| Ramblin' Kind | Jack Klatt | 2:51 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Luck of the Draw | Daniel Donato | 2:47 | |
| Key Chain | Slaid Cleaves | 3:15 | |
| Pontiac | Fred Eaglesmith | 4:48 | |
| This Town's a Drag - Live Session, Nashville, TN, 2019 | Jam in the Van, Cordovas | 2:59 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| Drinkin' Days | Slaid Cleaves | 4:25 | |
| Stone Cold Stoned | Cordovas | 2:14 | |
| Little Darlin' | Buddy & Julie Miller | 3:31 | |
| Racecar Joe | Slaid Cleaves | 2:40 | |