| Wasteland of the Free | Iris DeMent | 5:15 | |
| Night Walker | Ray Bonneville | 3:02 | |
| Great Confession | Amanda Anne Platt & the Honeycutters | 3:42 | |
| Grave Angels | Joe Henry | 5:31 | |
| Don't Think Twice, It's Alright | Drew Holcomb & The Neighbors | 4:39 | |
| Baby Doll | Malcolm Holcombe | 2:31 | |
| We Could (feat. Iris DeMent) | John Prine, Iris DeMent | 2:17 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Wilder Than Her | Fred Eaglesmith | 4:54 | |
| Easy's Gettin' Harder Every Day | Iris DeMent | 5:01 | |
| Wondering How | Pieta Brown | 3:06 | |
| More and More, Less and Less | Delbert McClinton & Glen Clark | 2:53 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Ditch | Sam Baker | 1:56 | |
| Cozmina | Otis Gibbs | 4:18 | |
| Words of December | Malcolm Holcombe | 3:42 | |
| 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 | |
| Five Hearts Breaking | Alejandro Escovedo | 4:10 | |
| The Way I Should | Iris DeMent | 4:26 | |
| The Reason | Son Volt | 3:59 | |
| Standin' On The Porch | Cordovas | 2:42 | |
| Unlock more with Songs Like X Pro |
| Jukebox | The Honeycutters | 4:36 | |
| Say Grace | Sam Baker | 4:19 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| Another Winter Gone | Amanda Anne Platt & the Honeycutters | 4:18 | |
| Another Black Hole | Malcolm Holcombe, Futureman, Tony Joe White | 4:23 | |
| Turpentine | Kris Kristofferson | 3:06 | |
| Life is Fine | Tom Rush | 3:39 | |
| Lavender Blue (with Iris Dement) | Keith Sykes, Iris DeMent | 3:05 | |
| Jesus & Elvis | Greg Brown | 3:38 | |
| Your Eyes Will Shine | Malcolm Holcombe | 3:54 | |
| The Bottom of the World | Bottom of the World | 4:30 | |
| Whiskey Angel | The Black Lillies | 4:52 | |
| Worth Dyin' For | Gurf Morlix | 4:42 | |
| Someday/Sometime | Scott Miller | 3:54 | |
| The Wind Doesn't Know You | Malcolm Holcombe | 2:42 | |
| It Was a Train | Otis Gibbs | 3:10 | |
| The Good Guys (Dick Tracy) | Amanda Anne Platt & the Honeycutters | 4:37 | |
| Marie | The Honeycutters | 4:43 | |
| I Hear Them All | Dave Rawlings Machine | 2:27 | |
| James Alley Blues | Willie Watson | 4:06 | |
| Kansas | Fred Eaglesmith | 3:44 | |
| Trouble (with Delbert McClinton) | Iris DeMent, Delbert McClinton | 7:33 | |
| Blues for Mackensie | Otis Gibbs | 1:58 | |
| Country Blues | Zoe Muth and the Lost High Rollers | 4:33 | |
| I'm Still Loving You | Blackie & The Rodeo Kings | 4:27 | |
| I Remember | T Bone Burnett | 3:40 | |
| When I Get A Little Money | Chris Hillman | 2:32 | |
| Farewell Angelina | Tim O'Brien | 4:23 | |
