| Harold Wilson | Fred Eaglesmith | 4:46 | ||
| Thank God for the Road | The Flatlanders | 5:00 | ||
| Heartsick Blues | Luke Winslow-King | 3:42 | ||
| Down the River | Malcolm Holcombe | 4:19 | ||
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | ||
| Worth Dyin' For | Gurf Morlix | 4:42 | ||
| Jerusalem Tomorrow | David Olney | 5:09 | ||
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | ||
| When My Work Is Done | Stephen Fearing | 2:48 | ||
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | ||
| She's a River | Gurf Morlix | 4:28 | ||
| North | Blackie & The Rodeo Kings | 3:20 | ||
| Somewhere in the Middle (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 2:41 | ||
| Thunderbird | John Hiatt | 4:04 | ||
| I Been a Train | Ray Bonneville | 2:37 | ||
| Borderless Love | The Flatlanders | 3:16 | ||
| 18 Wheels | Fred Eaglesmith | 5:01 | ||
| Gunpowder | Patty Griffin | 4:22 | ||
| Mercy | Po' Girl | 4:56 | ||
| Down By The Henry Moore | Blackie & The Rodeo Kings | 4:02 | ||
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | ||
| Unlock more with Songs Like X Pro | ||||
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | ||
| Basil Gone to Blossom | Caitlin Canty | 3:07 | ||
| Big Cheeseburgers and Good French Fries | Gurf Morlix | 2:51 | ||
| Can't Find My Way Home - Bonus Track | Rosie Flores | 4:12 | ||
| Grave Angels | Joe Henry | 5:31 | ||
| Annabelle - Alternate Version | Gillian Welch | 3:55 | ||
| Millionaire | Kevin Welch | 3:59 | ||
| Moon Gone Down | The Gourds | 3:42 | ||
| Right Where I Belong | The Flatlanders | 4:06 | ||
| Higher Ground | Malcolm Holcombe | 4:20 | ||
| Joe Hill's Ashes | Otis Gibbs | 3:26 | ||
| Domestic Blues | Bap Kennedy | 2:57 | ||
| You're Still On My Mind | Carrie Rodriguez | 2:56 | ||
| Alright | Adam Carroll | 3:04 | ||
| I'm Gone | Pieta Brown | 2:20 | ||
| The Bottom of the World | Bottom of the World | 4:30 | ||
| Whatever's Left | Zoe Muth and the Lost High Rollers | 5:25 | ||
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | ||
| All the Way to Amsterdam | Greg Trooper | 2:59 | ||
| Feed My Monkey | Ramsay Midwood | 3:18 | ||
| Growing Trade | Levon Helm | 4:22 | ||
| I'm Still Loving You | Blackie & The Rodeo Kings | 4:27 | ||
| Somebody Pick Up My Pieces | Willie Nelson | 4:39 | ||
| I Am Your Tambourine | Tift Merritt | 3:44 | ||
| Tell Moses | Colvin & Earle | 3:41 | ||
| Afraid | Ted Hawkins | 4:36 | ||
| Dressed In White | Malcolm Holcombe | 3:17 | ||
| Stars Fell On Alabama | Tara Nevins | 2:56 | ||
