| Death of the Last Stripper | Terry Allen, The Panhandle Mystery Band | 3:19 | |
| My Love (The Storm) | Amanda Shires | 3:37 | |
| Funny 'Bout Love | Ray Bonneville | 3:44 | |
| The Woman You Are | Gill Landry | 5:12 | |
| Don't Think Twice, It's Alright | Drew Holcomb & The Neighbors | 4:39 | |
| Pass on By | Anders Osborne | 3:57 | |
| Love Will Win the War | Darden Smith | 3:54 | |
| Truckstop Amphetamines | JP Harris | 2:38 | |
| After the Rain | Chuck Prophet | 3:35 | |
| Angels and Acrobats | Rod Picott | 2:55 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| Workin' On A World | Iris DeMent | 3:49 | |
| Beautiful Scars | Blackie & The Rodeo Kings, City and Colour | 4:55 | |
| Slippin' | Amanda Shires | 2:39 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Savannah Blues | Malcolm Holcombe | 3:20 | |
| Blow Me a Kiss | Blackie & The Rodeo Kings | 3:12 | |
| Houdini Didn't Like the Spiritualists (feat. Shannon McNally) | Terry Allen, The Panhandle Mystery Band, Shannon McNally | 4:04 | |
| One Red Rose | Iris DeMent | 3:07 | |
| No Goodwill Stores In Waikiki | Gurf Morlix | 3:09 | |
| Unlock more with Songs Like X Pro |
| More and More, Less and Less | Delbert McClinton & Glen Clark | 2:53 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| King Cotton | The Secret Sisters | 3:12 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| Never Tire of the Road | Rachel Baiman | 3:45 | |
| Old North Side | Malcolm Holcombe, Iris DeMent | 4:06 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| The Way It Dimmed | Amanda Shires | 2:11 | |
| Barbara's Song | Ian Noe | 3:25 | |
| Ditch | Sam Baker | 1:56 | |
| Lindsey Button | David Rawlings | 5:03 | |
| Can't Find My Way Home - Bonus Track | Rosie Flores | 4:12 | |
| Up on the Mountaintop | The Deep Dark Woods | 3:25 | |
| Black Haired Boy | Shannon McNally | 3:13 | |
| I Wonder | Jonah Tolchin | 2:26 | |
| It Is What It Is | Malcolm Holcombe, Iris DeMent | 5:00 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Afraid | Ted Hawkins | 4:36 | |
| Lovin' In My Baby's Eyes | Shannon McNally | 3:56 | |
| A Hundred Lies | Malcolm Holcombe | 3:49 | |
| The Maker | Willie Nelson | 5:08 | |
| Dancing With The Women At The Bar | Whiskeytown | 4:38 | |
| The Worst Part Of A Broken Heart | Shannon McNally | 3:27 | |
| Went To See The Gypsy | Martha Scanlan | 3:32 | |
| Tobacco Road | Colvin & Earle | 2:49 | |
| Feed My Monkey | Ramsay Midwood | 3:18 | |
| The Banks of the Leopold Canal | The Deep Dark Woods | 6:08 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
