| Greasy Dollar | David Childers | 3:46 | |
| Leaf Change | Willy Tea Taylor, The River Arkansas | 3:52 | |
| Those Were (Could've Been) the Days | The Deslondes, Sam Doores | 2:29 | |
| Carnival Cruise, Talkin' Blues | Lou Hazel | 2:51 | |
| Devilsong | Shinyribs | 4:33 | |
| Fussin' & Fightin' (Singin' Jim Croce) | Yarn | 3:48 | |
| Sad Songs | Kassi Valazza | 4:06 | |
| Pilgrim (You Can't Go Home) | Dave Rawlings Machine | 7:57 | |
| Goodbye My Son | The Good Luck Thrift Store Outfit | 3:25 | |
| Over You | Sarah Shook & the Disarmers | 3:11 | |
| Houston, TX | Deer Tick | 3:44 | |
| Midnight Special | Willie Watson | 4:38 | |
| Pistol in the Pillow | The Kernal | 3:20 | |
| Honky Tonks and Taverns | Lillie Mae | 2:19 | |
| Suck in Your Gut | Jonny Fritz | 1:55 | |
| 1987 | The Good Luck Thrift Store Outfit | 4:47 | |
| There’ll Be a Jubilee | The Devil Makes Three | 2:55 | |
| I've Endured | Ola Belle Reed, Bud Reed, David Reed | 2:52 | |
| James Alley Blues | Willie Watson | 4:06 | |
| No Goodwill Stores in Waikiki | Blaze Foley & the Beaver Valley Boys | 3:10 | |
| Stars in My Life | The Flatlanders | 3:20 | |
| Unlock more with Songs Like X Pro |
| Johnny Cash | Fred Eaglesmith | 3:20 | |
| Mary Ann & One Eyed Dan | Shovels & Rope | 3:15 | |
| Whiskey in My Whiskey | The Felice Brothers | 3:48 | |
| Where Does All The Time Go | Possessed by Paul James | 3:12 | |
| Bound and Determinded | Nick Shoulders | 3:18 | |
| Road That Leads To You | Sarah Shook & the Disarmers | 2:36 | |
| Brady | Backyard Tire Fire | 4:06 | |
| Payette | The Sons of Rainier | 2:57 | |
| Mother Earth | Willie Watson | 3:36 | |
| Bhagavan Decreed | The Flatlanders | 3:00 | |
| Love Will Only Break Your Heart | The David Mayfield Parade | 2:53 | |
| For the First Time I'm Starting to Think About My Age | Croy and the Boys | 2:50 | |
| U Do U | The Kernal | 3:54 | |
| Cortez Sail | Terry Allen | 6:10 | |
| Run-down Neighborhood | Lindi Ortega | 3:06 | |
| New Orleans | Trampled by Turtles | 3:31 | |
| White Butte Country | Kacy & Clayton | 3:29 | |
| Satisfied | Woody Pines | 4:06 | |
| Ding Dong Daddy | Nick Shoulders | 2:30 | |
| In the Mud | The Bobby Tenderloin Universe | 2:34 | |
| Bells Of Rhymney | Jake Xerxes Fussell | 4:02 | |
| Green Rocky Road | Spirit Family Reunion | 2:38 | |
| Irene | Ian Noe | 3:53 | |
| There Oughta Be a Law Against Sunny Southern California (Jabo I, II, III) | Terry Allen | 4:29 | |
| Breakfast | Darrin Bradbury | 3:06 | |
| Peace & Happiness | Ted Hawkins | 2:32 | |
| Spinnin' On This Rock | Ramsay Midwood | 4:30 | |
| River Of Fools | Logan Ledger | 3:11 | |
