| Onto You | Caitlin Canty | 3:30 | |
| Frightened By The Sound | Justin Townes Earle | 3:45 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Devil's Got My Woman | Andrew Combs | 2:35 | |
| Annie | Yarn | 4:05 | |
| If I Had a Rose | Bruce Robison, Kelly Willis | 3:20 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| Lonesome Old River Blues | Dom Flemons | 2:42 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Jenny of the Roses | Hiss Golden Messenger | 3:38 | |
| East October | John Moreland | 3:45 | |
| Pine Grove (Madhouse) | Ian Noe | 4:05 | |
| The Real Thing | Parker Millsap | 3:13 | |
| Sweat Me Out | The Pink Stones | 4:46 | |
| Memphis in the Rain | Justin Townes Earle | 2:26 | |
| I Need a Teacher | Hiss Golden Messenger | 3:17 | |
| Mystifies Me - 2015 Remaster | Son Volt | 4:12 | |
| Learning to Lose (feat. Willie Nelson) | Margo Price, Willie Nelson | 6:19 | |
| Dear Mama, I'm So Sorry | Yarn | 2:50 | |
| El Paso | The Gourds | 3:10 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| Unlock more with Songs Like X Pro |
| Swimmer... | Amanda Shires | 3:09 | |
| Ain't Waitin' | Justin Townes Earle | 2:16 | |
| Drunken Barber's Hand | Slaid Cleaves | 2:41 | |
| Desperado | The Cactus Blossoms | 2:46 | |
| The Trouble with Time | Darrin Bradbury, Margo Price | 2:18 | |
| Christchurch Woman | Justin Townes Earle | 4:11 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| Went to See the Gypsy | The Cactus Blossoms | 3:12 | |
| One Red Rose | Iris DeMent | 3:07 | |
| Slippin' And Slidin' | Justin Townes Earle | 2:58 | |
| Morning Blues | Parker Millsap | 3:40 | |
| Exit | Joe Pug | 2:57 | |
| Hard Travelin' | Watchhouse | 2:42 | |
| Sipsey | Will Stewart | 3:27 | |
| Little Sadie | The Dead Tongues | 3:34 | |
| Crescent Bridge | Joe Pug | 3:19 | |
| Dwight Yoakam | Sarah Shook & the Disarmers | 3:40 | |
| All Right, All Night | Garrett T. Capps | 3:34 | |
| Don't Break My Heart Again | Yarn | 3:34 | |
| Canyon Wren | The Two Tracks | 3:53 | |
| Excuse Me While I Break My Own Heart Tonight - Strangers Almanac Album Version | Whiskeytown | 3:14 | |
| (Iām Gonna Get Over This) Some Day | Logan Ledger | 2:52 | |
| Dancing With The Women At The Bar | Whiskeytown | 4:38 | |
| Excuse Me While I Break My Own Heart Tonight - Faithless Street Album Version | Whiskeytown | 3:20 | |
| Let It Ride | Ryan Adams & The Cardinals | 3:23 | |
| Set Me Down On A Cloud | Lukas Nelson and Promise of the Real, Lucius | 7:16 | |
| Broke Down | Slaid Cleaves | 3:10 | |
