| It Was a Train | Otis Gibbs | 3:10 | |
| No Later than Soon | Jim Lauderdale | 2:56 | |
| I Want to Be with You Always | Buddy Miller, Patty Griffin | 3:11 | |
| God's Own Yodeler | Slaid Cleaves | 3:49 | |
| Self Destructive Zones | Drive-By Truckers | 4:12 | |
| Hold On I | Chris Smither | 4:03 | |
| What Do You Do When You're Lonesome | Justin Townes Earle | 3:32 | |
| Come Inside | Zoe Muth and the Lost High Rollers | 4:29 | |
| Indianapolis | The Bottle Rockets | 3:32 | |
| Dime Box, TX | Max Stalling | 3:07 | |
| Sinner's Prayer | Slaid Cleaves | 4:50 | |
| Wrapped | Bruce Robison | 4:42 | |
| Methadone Blues | Elizabeth Cook | 3:43 | |
| Where There's a Road | Robbie Fulks | 3:54 | |
| Hickory | Slaid Cleaves | 3:38 | |
| Human Perfection | The Bottle Rockets | 2:55 | |
| Dallas | The Flatlanders | 3:01 | |
| The Darker Side of Me | Otis Gibbs | 4:22 | |
| Down South in New Orleans | Buddy Miller, Jim Lauderdale | 2:58 | |
| I Like Trains | Fred Eaglesmith | 3:30 | |
| Texas Moon | Vincent Neil Emerson | 3:25 | |
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| If I Had a Rose | Bruce Robison, Kelly Willis | 3:20 | |
| You're the Reason Our Kids Are Ugly (feat. Nikki Lane) | JP Harris, Nikki Lane | 2:34 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Black Rose | Billy Joe Shaver | 2:44 | |
| Why Is My Day so Long | Donnie Fritts | 2:31 | |
| Black T-Shirt | Slaid Cleaves | 3:40 | |
| Nobody's Perfect | Bruce Robison, Kelly Willis | 3:44 | |
| Wilder Than Her | Fred Eaglesmith | 4:54 | |
| On a Slow Train Through Arkansas | Chuck Mead | 4:23 | |
| Worth Dyin' For | Gurf Morlix | 4:42 | |
| When I Quit Drinking | JP Harris | 3:56 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| In My Cups | Western Centuries | 3:02 | |
| AM Country Heaven | Jason Eady | 3:36 | |
| Undertaker's Song | Wrinkle Neck Mules | 4:31 | |
| Tear My Stillhouse Down | Gillian Welch | 4:32 | |
| The Only Thing She Left Me Was the Blues | Eleven Hundred Springs | 3:40 | |
| London Homesick Blues / Home With the Armadillo | Gary P. Nunn | 5:42 | |
| Hallelujah Shine | The Gourds | 3:36 | |
| Honky Tonks and Taverns | Lillie Mae | 2:19 | |
| Lost John Dean | Kieran Kane, Kevin Welch, Fats Kaplin | 3:26 | |
| You Might Be Wrong | Paul Thorn | 3:29 | |
| 105 | Fred Eaglesmith | 2:48 | |
| Breakfast In Hell | Slaid Cleaves | 5:51 | |
| Boy From Oklahoma | Willis Alan Ramsey | 3:54 | |
| She Was | Ellis Paul, Slaid Cleaves, Jeff Plankenhorn | 4:02 | |
| Runnin’ Shine | Lukas Nelson and Promise of the Real | 3:22 | |
| Alcohol And Pills | Fred Eaglesmith | 3:58 | |
