| Madman | Sean Rowe | 3:59 | |
| I Ain't Gonna Stand for It | Shannon McNally | 3:32 | |
| Famous Last Words of a Fool in Love | Rodney Crowell | 3:49 | |
| Another Black Hole | Malcolm Holcombe, Futureman, Tony Joe White | 4:23 | |
| The Love We Almost Had | Rhiannon Giddens | 4:17 | |
| Jesus & Elvis | Greg Brown | 3:38 | |
| Duane Allman | Amy Ray, Susan Tedeschi | 2:51 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| In the Pines | Billy Bragg, Joe Henry | 3:31 | |
| South Georgia Sugar Babe | Justin Townes Earle | 2:47 | |
| Spring | Tift Merritt | 4:21 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| (I'm So) Afraid of Losing You Again | Two Dollar Pistols, Tift Merritt | 3:42 | |
| Pay Gap | Margo Price | 3:54 | |
| Swing Low Sweet Chariot (feat. Tift Merritt) | Mason Jar Music, Tift Merritt | 2:45 | |
| Only Always | Nicki Bluhm and the Gramblers | 3:19 | |
| Each Season | Nora Jane Struthers | 3:48 | |
| We Had It All | Two Dollar Pistols, Tift Merritt | 3:20 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| 4&20 Blues | Jeffrey Foucault | 2:58 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| Unlock more with Songs Like X Pro |
| Devil's in the Jukebox (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 3:59 | |
| Midnight Train | David Rawlings | 3:18 | |
| 3 Al Purdy's | Bruce Cockburn | 6:05 | |
| Drunken Barber's Hand | Slaid Cleaves | 2:41 | |
| Just By Myself | Greg Brown | 4:45 | |
| Waterboy | Rhiannon Giddens | 3:45 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| Tennessee Song | Margo Price | 4:40 | |
| Human Heart | Danny Burns, Tift Merritt | 3:00 | |
| What It Takes | Fred Eaglesmith | 3:57 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Birthday Song | Amanda Anne Platt & the Honeycutters | 4:15 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| First Air of Autumn | Drive-By Truckers | 3:30 | |
| Real Good on My Own | Tift Merritt | 2:56 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| Everything I Had | Lilly Hiatt | 4:17 | |
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | |
| Laid A Highway | Tift Merritt | 3:53 | |
| I Know Him Too | Tift Merritt | 3:51 | |
| Mixtape | Tift Merritt | 3:18 | |
| One More Song The Radio Won't Like | Kathleen Edwards | 4:24 | |
| Neighborhood | Tift Merritt | 3:19 | |
| Six O'Clock News | Kathleen Edwards | 4:36 | |
| Red, Red Rose | The Deep Dark Woods | 2:15 | |
| Spanish Mary | The New Basement Tapes | 5:31 | |
| The River's Gonna Run | Buddy & Julie Miller | 3:59 | |
