| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | |
| The Rain (Solo Acoustic) - Live | Scott Miller | 3:45 | |
| A Young Felon Dates an Old Woman | Ian Noe | 3:14 | |
| James Alley Blues | Willie Watson | 4:06 | |
| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | |
| Minor Enough | Wrinkle Neck Mules | 3:20 | |
| Lost in a Song | Willy Tea Taylor | 3:14 | |
| Who Knows | Kieran Kane, Rayna Gellert | 3:48 | |
| Oklahoma Gypsy Shuffler | Adam Carroll | 4:45 | |
| Pill Bug Blues | The Gourds | 3:59 | |
| Low Down Soul | The Deslondes, Cameron Snyder | 3:36 | |
| Got My Attention | Bow Thayer, Levon Helm | 4:05 | |
| Home Is Where The Hurt Is | JP Harris | 3:10 | |
| Long Ride | Amanda Anne Platt & the Honeycutters | 3:47 | |
| Whiskey Angel | The Black Lillies | 4:52 | |
| Carl Perkins' Cadillac | Drive-By Truckers | 5:26 | |
| That's Where I'm From | Robbie Fulks | 6:08 | |
| Loretta | Luke Bell | 3:58 | |
| Get Down, River | The Bottle Rockets | 3:15 | |
| Katie | Fred Eaglesmith | 3:42 | |
| Sadder Day | Western Centuries | 4:30 | |
| Unlock more with Songs Like X Pro |
| See You Around | Bruce Robison | 2:55 | |
| Misery and Gin | Jaime Wyatt | 4:24 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| No Later than Soon | Jim Lauderdale | 2:56 | |
| Blue Is My Heart | Holly Williams | 2:42 | |
| Steeple Full Of Swallows | The Gourds | 3:51 | |
| Wrong Way to Run | Willy Tea Taylor | 2:34 | |
| Today I Started Loving You Again | Bruce Robison, Kelly Willis | 3:14 | |
| Harold Wilson | Fred Eaglesmith | 4:46 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Out on the Weekend | Jimmy LaFave | 6:03 | |
| The Wheel | John R. Miller | 3:05 | |
| South Wind of Summer | The Flatlanders | 4:46 | |
| Big Moon Shinin' | Chip Taylor, Carrie Rodriguez | 6:15 | |
| It's Never Too Late to Call | Paul Thorn | 3:01 | |
| Your Lonely Heart | Carrie Rodriguez | 2:58 | |
| You'll Never Again Be Mine | Levon Helm | 3:09 | |
| Bernadine (feat. Chris Carroll) | Adam Carroll, Chris Carroll | 4:31 | |
| Learning How to Love Him | Amanda Anne Platt & the Honeycutters | 4:16 | |
| Dallas | The Flatlanders | 3:01 | |
| Big Cheeseburgers and Good French Fries | Gurf Morlix | 2:51 | |
| Betty | Fred Eaglesmith | 2:17 | |
| Anywhere I Go | Jack Klatt | 3:36 | |
| Too Stoned to Cry | Andrew Combs | 3:37 | |
| Diamonds To Dust | Gurf Morlix | 3:26 | |
| Walking Shoes | Arlo McKinley | 4:01 | |
| Bull Riders & Songwriters | Willy Tea Taylor | 5:15 | |
| If You Were A Bluebird - 2022 Remaster | Joe Ely | 2:58 | |
