| Dusty Old Man | Tift Merritt | 3:47 | |
| Vaquero | James McMurtry | 4:41 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Looking at the World Through a Windshield | Son Volt | 3:08 | |
| One Leg at a Time | Malcolm Holcombe | 3:47 | |
| Pale Moon | Shannon McNally, Neal Casal | 4:39 | |
| When My Work Is Done | Stephen Fearing | 2:48 | |
| All My Money On You | Diana Jones | 3:09 | |
| Childish Things | James McMurtry | 4:35 | |
| Ditch | Sam Baker | 1:56 | |
| Ballad of the Poor Child | Ana Egge, Iris DeMent | 3:00 | |
| Hickory Wind - Alternate Version | Gram Parsons | 4:15 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| More and More, Less and Less | Delbert McClinton & Glen Clark | 2:53 | |
| Workin' On A World | Iris DeMent | 3:49 | |
| No Goodwill Stores In Waikiki | Gurf Morlix | 3:09 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Unforgiven | Bap Kennedy | 3:37 | |
| Lonesome Whistle | Billy Bragg, Joe Henry | 2:53 | |
| Workin’s Too Hard | Rayna Gellert | 3:36 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| Unlock more with Songs Like X Pro |
| Millionaire | Kevin Welch | 3:59 | |
| After the Rain | Chuck Prophet | 3:35 | |
| Simple Gearle | Stacey Earle | 2:30 | |
| Gone by the Ol' Sunrise | Malcolm Holcombe, Iris DeMent | 3:00 | |
| Yankee Lady | Jesse Winchester | 4:02 | |
| Oval Room | Blaze Foley | 4:04 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Duane Allman | Amy Ray, Susan Tedeschi | 2:51 | |
| The Prettiest Thing | The Modern Don Juans, David Childers | 4:14 | |
| Domestic Blues | Bap Kennedy | 2:57 | |
| Take it Out Back | Chuck Brodsky | 3:10 | |
| Tell Me A Story | Po' Girl | 3:13 | |
| Sweet Dream | John Hiatt, Jerry Douglas | 4:28 | |
| House of the White Rose Boquet | Ray Wylie Hubbard | 3:23 | |
| Midnight Train | David Rawlings | 3:18 | |
| The Way I Should | Iris DeMent | 4:26 | |
| If I've Only One Time Askin' | Daniel Romano | 2:54 | |
| Crossing Muddy Waters | John Hiatt | 4:05 | |
| I'm The One Who Needs You Tonight | Cordovas | 2:48 | |
| Going Down the Road Feelin' Bad | Dom Flemons | 2:38 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Canola Fields | James McMurtry | 4:49 | |
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | |
| Satin Sheets | Willis Alan Ramsey | 2:39 | |
| Feed My Monkey | Ramsay Midwood | 3:18 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| Grass'll Grow | Ramsay Midwood | 2:00 | |
| Tenessee Stud | The Little Willies | 3:49 | |
