| Trouble (with Delbert McClinton) | Iris DeMent, Delbert McClinton | 7:33 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| I've Been Loving You Too Long | Jason Isbell and the 400 Unit | 3:11 | |
| New York | Amanda Anne Platt & the Honeycutters | 4:17 | |
| Do It | Jesse Winchester | 1:27 | |
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | |
| Hey Little Darlin' | Zoe Muth | 3:30 | |
| Waves | Sam Baker | 5:59 | |
| (We're Not) The Jet Set (feat. Iris DeMent) | John Prine, Iris DeMent | 2:36 | |
| Will the Circle be Unbroken | Michelle Wright, Iris DeMent, Mairéad Ní Mhaonaigh | 4:37 | |
| Vaquero | James McMurtry | 4:41 | |
| Wondering How | Pieta Brown | 3:06 | |
| World's Greatest Loser | Margo Price | 1:33 | |
| Long Black Veil | Caroline Herring | 3:14 | |
| Such True Love | Zoe Muth | 4:08 | |
| East of Eden | Tom Rush | 3:29 | |
| Last Train | Arlo Guthrie | 3:06 | |
| Rock Salt and Nails | Willie Watson | 3:47 | |
| The Kingdom Has Already Come | Iris DeMent | 4:40 | |
| How Many Women | Lydia Loveless | 3:44 | |
| Red Dress | Lavender Country | 4:23 | |
| Unlock more with Songs Like X Pro |
| Better Times Will Come | Diana Jones | 2:53 | |
| Learning How to Love Him | Amanda Anne Platt & the Honeycutters | 4:16 | |
| Desperate & Depressed | Margo Price | 3:31 | |
| Leave The Light On | Chris Smither | 3:47 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Barbershop Blue | Mirabelle Defoe | 3:16 | |
| Sailin' On Through | Terry Allen, The Panhandle Mystery Band | 4:03 | |
| Train to Birmingham | Kevin Welch | 4:13 | |
| Workin’s Too Hard | Rayna Gellert | 3:36 | |
| Every Time You Leave | Shelby Lynne, Allison Moorer | 2:23 | |
| Light As a Fire | The Stray Birds | 3:26 | |
| Sweet is the Melody | Iris DeMent | 3:48 | |
| The Roseville Fair | Bill Staines | 3:32 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Circus of Life | Kinky Friedman | 3:33 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| Trouble Looks Good on You | Amy Speace | 2:52 | |
| Silver Wings | Shelby Lynne, Allison Moorer | 2:34 | |
| Train Home | Chris Smither | 4:25 | |
| Gulf Coast Highway | Red Molly | 4:17 | |
| Scavenger | Lucy Kaplansky | 4:02 | |
| I Don't Believe You've Met My Baby | Jerry Douglas | 3:13 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| Banks Of The Pontchartrain | Iris DeMent | 4:30 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| Troubles | Tara Nevins | 4:03 | |
| Farewell Angelina | Tim O'Brien | 4:23 | |
| Long Haul | Caroline Spence | 4:01 | |
