| Learning to Lose (feat. Willie Nelson) | Margo Price, Willie Nelson | 6:19 | |
| Down in the Water | Mipso | 2:47 | |
| What They Say | Chris Smither | 2:46 | |
| Loretta | Aoife O'Donovan, Taylor Ashton | 2:28 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| Your Mother And I | Loudon Wainwright III | 2:33 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Fading Memory | Eilen Jewell | 3:43 | |
| Muddy Water | The Deslondes, Riley Downing | 3:36 | |
| Tecumseh Valley | Nanci Griffith | 4:29 | |
| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | |
| Adios Maria | The Cactus Blossoms | 4:09 | |
| Camilla | Caroline Herring | 4:13 | |
| Open Up | Chris Smither | 2:55 | |
| Adios to California | John Hiatt | 3:47 | |
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | |
| Don't It Drag On | Chris Smither | 3:12 | |
| Willin' | Richard Shindell | 3:15 | |
| It Makes No Difference | Shannon McNally | 5:27 | |
| The Dutchman | Steve Goodman | 4:19 | |
Unlock more with Songs Like X Pro |
| All That We Have Is Now | Jesse Winchester | 2:20 | |
| Detroit or Buffalo | Barbara Keith | 4:31 | |
| Clay Pigeons | Gurf Morlix | 3:25 | |
| Maybellene | Chris Smither | 2:56 | |
| Hobo's Lullaby | Arlo Guthrie | 3:57 | |
| Just Like That (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:30 | |
| Goodnight Irene | Kelly Joe Phelps | 5:39 | |
| Let the Mystery Be | Iris DeMent | 2:46 | |
| Land of the Bottom Line | John Gorka | 3:33 | |
| Hey Hey Hey | Chris Smither | 4:39 | |
| Are You Happy Now? | Richard Shindell | 4:10 | |
| Eastern Light (feat. Sam Beam) | Tift Merritt, Sam Beam | 4:34 | |
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | |
| No More Buffalo | James McMurtry | 7:19 | |
| Throwin' Horseshoes At The Moon | Tom Russell, Iris DeMent | 3:17 | |
| Long As I Can See The Light | Ted Hawkins | 3:13 | |
| Wide River To Cross | Levon Helm | 4:51 | |
| There Stands The Glass | Ted Hawkins | 2:33 | |
| Please Be With Me | Cowboy | 3:42 | |
| Fishing With Bill | Bill Morrissey, Greg Brown | 4:32 | |
| Lily, Rosemary and the Jack of Hearts | Tom Russell | 9:44 | |
| Persuasion | Richard Thompson, Teddy Thompson | 4:38 | |
| Danny’s Song | Tift Merritt | 2:08 | |
| The Maker | Willie Nelson | 5:08 | |
| The Mountain | Levon Helm | 3:35 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| Biloxi | Ted Hawkins | 4:41 | |
| Killing the Blues | Robert Plant, Alison Krauss | 4:15 | |