| Girl from the North Country | Nitty Gritty Dirt Band | 4:54 | |
| Workin’s Too Hard | Rayna Gellert | 3:36 | |
| Vaquero | James McMurtry | 4:41 | |
| Lavender Blue (with Iris Dement) | Keith Sykes, Iris DeMent | 3:05 | |
| It Makes No Difference | Shannon McNally | 5:27 | |
| Walkin' to New Orleans | Gurf Morlix | 4:38 | |
| Who's Gonna Take the Garbage Out (feat. Iris DeMent) | John Prine, Iris DeMent | 2:41 | |
| Station Blues | Pieta Brown, Chad Cromwell | 3:14 | |
| Rollin' Home To Someone You Love | Steve Forbert | 3:04 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| On Tennessee Land | Malcolm Holcombe | 2:19 | |
| Buckets of Rain - Live | Neko Case | 2:48 | |
| Unforgiven | Bap Kennedy | 3:37 | |
| Another Despair | Malcolm Holcombe | 2:42 | |
| I'm The One Who Needs You Tonight | Cordovas | 2:48 | |
| Paper Gown | Caroline Herring | 4:31 | |
| 18 Wheels | Fred Eaglesmith | 5:01 | |
| Your Sweet and Shiny Eyes - 2008 Remaster | Bonnie Raitt | 2:47 | |
| Brother's Keeper | Malcolm Holcombe, Iris DeMent | 2:43 | |
| Ten Miles Down the Nine Mile Road | Scott Miller | 4:13 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Unlock more with Songs Like X Pro |
| The Other Side of the River | Dayborn | 2:23 | |
| She's a River | Gurf Morlix | 4:28 | |
| Another Black Hole | Malcolm Holcombe, Futureman, Tony Joe White | 4:23 | |
| Dangerous Fun | Jesse Winchester | 2:05 | |
| Shut It Tight (with Richard Thompson) - 2006 Remaster | T Bone Burnett, Richard Thompson | 2:58 | |
| When My Work Is Done | Stephen Fearing | 2:48 | |
| Goin' by Feel | Ray Bonneville | 3:51 | |
| Will the Circle be Unbroken | Michelle Wright, Iris DeMent, Mairéad Ní Mhaonaigh | 4:37 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| The Way I Should | Iris DeMent | 4:26 | |
| After the Storm | The Flatlanders | 3:52 | |
| Sweet Tequila Blues | Chip Taylor, Carrie Rodriguez | 3:15 | |
| Willie and Nilli | Chuck Prophet | 3:48 | |
| You Must Go | Lilly Hiatt | 5:02 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Washboard Lisa | Grayson Capps | 3:36 | |
| Worth Dyin' For | Gurf Morlix | 4:42 | |
| My Best Girl | Tom Rush | 2:53 | |
| Lonesome Old River Blues | Dom Flemons | 2:42 | |
| I'm Gone | Pieta Brown | 2:20 | |
| Domestic Blues | Bap Kennedy | 2:57 | |
| Irene Wilde | Alejandro Escovedo | 2:51 | |
| Geronimo | Shannon McNally | 3:50 | |
| Spookin' The Horses | Fred Eaglesmith | 4:07 | |
| Raise The Dead | Colvin & Earle | 2:51 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| Come What May | Colvin & Earle | 3:11 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
