| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| It's Too Easy | Dave Rawlings Machine | 3:08 | |
| Sweet Virginia | Everest | 4:36 | |
| Tear My Stillhouse Down | Gillian Welch | 4:32 | |
| The Last Bus | Zoe Muth | 5:59 | |
| Hurricane Party | James McMurtry | 5:56 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Headed for a Fall | Jimmie Dale Gilmore | 5:07 | |
| Emerald Street | Eliza Gilkyson | 3:45 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Broken Man (Live) | Greg Trooper | 4:19 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| Domestic Blues | Bap Kennedy | 2:57 | |
| Eliza Jane | Eliza Gilkyson | 4:02 | |
| It Makes No Difference | Shannon McNally | 5:27 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Dear Doctor | Lee Harvey Osmond, Mary Guathier | 3:35 | |
| River Song | Tom Rush | 3:56 | |
| Ellis County | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:51 | |
| Unlock more with Songs Like X Pro |
| Going Going Gone | Watkins Family Hour, Sara Watkins, Sean Watkins | 3:12 | |
| Lonesome Lullaby | Bap Kennedy | 3:14 | |
| Willin' | Richard Shindell | 3:15 | |
| Aunt Peg's New Old Man | Robbie Fulks | 3:01 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| No Rust on My Spade | Otis Gibbs | 4:17 | |
| Shimnavale | Bap Kennedy | 5:06 | |
| Levee Song | Darden Smith | 3:31 | |
| Only Fooling | Teddy Thompson, Kelly Jones | 2:45 | |
| 90 Miles (The Tennessee Song) | The Honeycutters | 3:48 | |
| Lonesome Whistle | Billy Bragg, Joe Henry | 2:53 | |
| Ionlanthe | James McMurtry | 4:30 | |
| Big Moon Shinin' | Chip Taylor, Carrie Rodriguez | 6:15 | |
| I Should Have Said | Bap Kennedy | 3:17 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| How's About You | Dave Rawlings Machine | 3:54 | |
| Killing the Blues | Rowland Salley | 4:04 | |
| Morning Is My Destination | Tift Merritt | 3:17 | |
| Cold & Bitter Tears | Ted Hawkins | 2:14 | |
| Out In The Rain | Julie Miller | 4:20 | |
| It Was Always So Easy (To Find An Unhappy Woman) | Peter Wolf | 2:40 | |
| Factory Girl - Album Version (Baseball Park Sessions) | Whiskeytown | 4:50 | |
| When I Cross Over | Tift Merritt | 6:32 | |
| Pearls On A String | Ryan Adams | 2:23 | |
| Fun For Awhile | Peter Wolf | 3:35 | |
| Tailspin | The Jayhawks | 3:18 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| Afraid | Ted Hawkins | 4:36 | |
