| Somedays You Write The Song | Guy Clark | 3:39 | |
| Letters on the Marquee | Vincent Neil Emerson | 3:18 | |
| Dream Café | Greg Brown | 5:57 | |
| Three Men Stood Tall | Tom T. Hall, Guy Clark, CB Stubblefield, Steve Fromholz | 2:50 | |
| You'll Never Leave Harlan Alive | Patty Loveless | 6:05 | |
| Methhead | Ian Noe | 3:50 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Loretta | Luke Bell | 3:58 | |
| Hard Travelin' | Watchhouse | 2:42 | |
| Winsome Smile | Chris Smither | 3:34 | |
| The Way It Goes | Gillian Welch | 4:01 | |
| Thinkin' on a Woman | Colter Wall | 3:20 | |
| She Took A Lot Of Pills (And Died) | Robbie Fulks | 2:43 | |
| House of the White Rose Boquet | Ray Wylie Hubbard | 3:23 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Ohoopee River Bottomland | Larry Jon Wilson | 3:21 | |
| Pill Bug Blues | The Gourds | 3:59 | |
| Jesus Take the Wheel (and Drive Me to a Bar) | Sam Outlaw | 3:19 | |
| Hundred Dollar Valentine | Chris Smither | 3:05 | |
| After the Storm | The Flatlanders | 3:52 | |
| Worrisome Years | Greg Brown | 4:08 | |
| Unlock more with Songs Like X Pro |
| All She Wants Is You | Guy Clark | 3:49 | |
| Tennessee | Sturgill Simpson | 3:14 | |
| Whole Lotta Highway (With A Million Miles to Go) | Marty Stuart And His Fabulous Superlatives | 3:18 | |
| If I Could Only Fly | Blaze Foley | 4:04 | |
| Tonight I Think I'm Gonna Go Downtown | The Flatlanders | 2:41 | |
| Never Cry Again | John Fullbright | 4:14 | |
| Carmelita | Warren Zevon | 3:34 | |
| Tell the Devil I'm Gettin' there as Fast as I Can | Ray Wylie Hubbard | 5:47 | |
| Race Car Joe | Adam Carroll | 2:52 | |
| Pancho & Lefty | Jason Isbell, Elizabeth Cook | 4:53 | |
| Link Of Chain | Chris Smither | 4:50 | |
| Down in My Hometown | The Flatlanders | 2:45 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| High Class City Girl from the Country | Zephaniah OHora | 3:42 | |
| Desperados Waiting For A Train | Guy Clark | 4:29 | |
| Dry Town - Demo | Gillian Welch | 2:55 | |
| Oklahoma Gypsy Shuffler | Adam Carroll | 4:45 | |
| Goddamn Lonely Love - Remastered | Drive-By Truckers | 5:01 | |
| Living the Dream | Sturgill Simpson | 3:51 | |
| Last Of My Kind | Jason Isbell and the 400 Unit | 4:22 | |
| The Way We Are | The Flatlanders | 3:12 | |
| Ain't Glad I'm Leaving | Justin Townes Earle | 2:32 | |
| Sweet Tequila Blues | Chip Taylor, Carrie Rodriguez | 3:15 | |
| Tennessee Jed | Levon Helm | 5:58 | |
| Farewell Angelina | Tim O'Brien | 4:23 | |
| Sold American | Kinky Friedman | 3:17 | |
| 16 Days | Whiskeytown | 3:54 | |
| A Showman's Life | Buddy Miller | 4:44 | |
