| Troublesome Waters | Iris DeMent | 5:15 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| It's Just You (with Iris Dement) | Keith Sykes, Iris DeMent | 3:21 | |
| Willin' | Richard Shindell | 3:15 | |
| Song for Katrina | Steve Forbert | 3:33 | |
| Ramblin' Boy | Tom Paxton | 3:58 | |
| Ghosts of Our Fathers | Otis Gibbs | 3:46 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| Fifty Miles of Elbow Room | Iris DeMent | 3:12 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Freak Flag | Greg Brown | 4:19 | |
| Thunderbird | John Hiatt | 4:04 | |
| Closer to You | The Mastersons | 3:48 | |
| This I'd Do (Live) | Greg Trooper | 3:42 | |
| Quality Time | Iris DeMent | 4:05 | |
| See the Elephant | James McMurtry | 4:25 | |
| Who's Gonna Build That Wall | Chip Taylor, Carrie Rodriguez | 4:18 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Christchurch Woman | Justin Townes Earle | 4:11 | |
| Churches Off the Interstate | Laura Cantrell | 2:59 | |
| Unlock more with Songs Like X Pro |
| Listening to Singing | Iris DeMent | 2:35 | |
| Just Like That (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:30 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Domestic Blues | Bap Kennedy | 2:57 | |
| The Night I Learned How Not to Pray | Iris DeMent | 4:24 | |
| The Wonder of You | Chip Taylor, Carrie Rodriguez | 4:02 | |
| Goin' back to Harlan (Aka Appalachian Dream) | Kate & Anna McGarrigle | 4:57 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | |
| Mr. & Mrs. Used to Be (feat. Iris DeMent) | John Prine, Iris DeMent | 2:36 | |
| The I Don't Know Where I'm Going But I'm Going Nowhere In A Hurry Blues | Steve Goodman | 2:31 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| The Long Black Veil (with Mick Jagger) | The Chieftains, Mick Jagger | 3:37 | |
| Ballad of the Poor Child | Ana Egge, Iris DeMent | 3:00 | |
| Rollin' Home To Someone You Love | Steve Forbert | 3:04 | |
| Keep Me God | Iris DeMent | 3:49 | |
| Jesus & Elvis | Greg Brown | 3:38 | |
| Brother's Keeper | Malcolm Holcombe, Iris DeMent | 2:43 | |
| I'd Run Away | The Jayhawks | 3:33 | |
| I Dream Of Highways | Hoyt Axton | 2:35 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| You Win Again | Keith Richards | 4:30 | |
| It Was Always So Easy (To Find An Unhappy Woman) | Peter Wolf | 2:40 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Everything Is Broken | Tim O'Brien | 2:57 | |
| Throwin' Horseshoes At The Moon | Tom Russell, Iris DeMent | 3:17 | |
| Northern Girl | Cheryl Wheeler | 3:46 | |
| Boxcars - 2022 Remaster | Joe Ely | 3:59 | |
