| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Banana Republics (Studio Cut) | Steve Goodman | 3:45 | |
| Carmelita | Warren Zevon | 3:34 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| Long Time A Comin' | Bap Kennedy | 2:38 | |
| Old Shoes | Tom Waits | 4:25 | |
| Only Love | John Prine | 3:29 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Colorado | Stephen Stills | 2:52 | |
| That's the Way That the World Goes 'Round | John Prine | 3:20 | |
| Over the Red Cedar | Charlie Parr | 4:19 | |
| Hasten Down the Wind | Warren Zevon | 2:32 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Just Us Kids | James McMurtry | 5:08 | |
| Other Side of Town - Live | John Prine | 4:53 | |
| Hell Bent of a Heartache | Guy Clark | 3:34 | |
| Cigarettes And Wine | Jason Isbell and the 400 Unit | 6:42 | |
| Melinda Down the Line | Ian Fitzgerald | 5:06 | |
| Daddy's Little Pumpkin | John Prine | 2:41 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| Drag Queens In Limousines | Mary Gauthier | 5:39 | |
Unlock more with Songs Like X Pro |
| Love Has No Pride - 2008 Remaster | Bonnie Raitt | 3:48 | |
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | |
| Two Daughters and a Beautiful Wife | Drive-By Truckers | 3:05 | |
| Different Kind Of Gone | Mary Gauthier | 3:41 | |
| Sam Stone | John Prine | 4:39 | |
| Only Children | Jason Isbell and the 400 Unit | 3:57 | |
| Rock Salt and Nails | Willie Watson | 3:47 | |
| Mohammed's Radio | Warren Zevon | 3:43 | |
| Somebody Else's Troubles | Steve Goodman | 3:43 | |
| 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 | |
| Desperado | The Cactus Blossoms | 2:46 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| Where'd You Hide The Body | James McMurtry | 3:40 | |
| Into the Mystic - Live | Jason Isbell and the 400 Unit | 4:24 | |
| Live Forever | Billy Joe Shaver | 2:49 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| You Can Close Your Eyes - 2019 Remaster | James Taylor | 2:29 | |
| Forgotten Coast | James McMurtry | 3:34 | |
| Big Moon Shinin' | Chip Taylor, Carrie Rodriguez | 6:15 | |
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| Last Of My Kind | Jason Isbell and the 400 Unit | 4:22 | |
| Lydia | Slaid Cleaves | 4:40 | |
| Tampa To Tulsa | The Jayhawks | 4:01 | |
| Ballad Of Spider John | Willis Alan Ramsey | 4:18 | |
| The Bramble And The Rose | Mary McCaslin, Jim Ringer | 3:18 | |
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | |
| You Were On My Mind | Colvin & Earle | 2:56 | |
| Just Say She's A Rhymer | Mary Gauthier | 4:17 | |