| First Time in Years | Erik Koskinen | 3:52 | |
| Mornings In Memphis | Justin Townes Earle | 4:31 | |
| Willin' | Richard Shindell | 3:15 | |
| Light Of The Burning Sun | John Hiatt, Jerry Douglas | 4:38 | |
| Creosote | Son Volt | 4:12 | |
| Lament | The Gourds | 4:50 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Race Car Joe | Adam Carroll | 2:52 | |
| Mrs. Hank Williams | Fred Eaglesmith | 4:04 | |
| Walking Proof | Lilly Hiatt | 3:55 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Smoky Mountain Taxi | Adam Carroll | 3:49 | |
| The Darker Side of Me | Otis Gibbs | 4:22 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| Thank God for the Road | The Flatlanders | 5:00 | |
| Hearts Beat and Take a Beating | Forest Sun | 3:16 | |
| Love Is Not an Answer | John Moreland | 5:27 | |
| Just Like That (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:30 | |
| Sad Eyed Lady of the Lowlands (Live) | Old Crow Medicine Show | 9:27 | |
| The Most Unoriginal Sin | John Hiatt & The Goners | 4:15 | |
| Mother of Invention | The Trishas | 3:43 | |
| Unlock more with Songs Like X Pro |
| That's How I Feel | Dori Freeman | 2:43 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | |
| Only the Song Survives | John Hiatt | 4:00 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Irene | Ian Noe | 3:53 | |
| Borderless Love | The Flatlanders | 3:16 | |
| Nobody Gives a Damn About Songs Anymore | John Moreland | 3:15 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Steeple Full Of Swallows | The Gourds | 3:51 | |
| Christchurch Woman | Justin Townes Earle | 4:11 | |
| Hi Fi Love | Adam Carroll | 4:13 | |
| Helpless | Molly Tuttle, Old Crow Medicine Show | 4:25 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| Bernadine (feat. Chris Carroll) | Adam Carroll, Chris Carroll | 4:31 | |
| Everything's Gonna Be Alright | Paul Thorn | 4:44 | |
| It Was Always So Easy (To Find An Unhappy Woman) | Peter Wolf | 2:40 | |
| Who Carried You | Malcolm Holcombe | 3:31 | |
| Dust Down A Country Road | John Hiatt | 4:04 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Gallo Del Cielo - Live At Antone's, Austin, TX / January 22 & 23, 1999 | Joe Ely | 7:04 | |
| Hand Me A Light | Lukas Nelson and Promise of the Real | 3:35 | |
| Got Me A Woman | Levon Helm | 3:12 | |
| I Want It So Bad | The Gourds | 3:37 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| Holding Up the Sky | Buddy & Julie Miller | 3:09 | |
