| Long Time A Comin' | Bap Kennedy | 2:38 | |
| Carmelita | Warren Zevon | 3:34 | |
| I'm Looking for Blue Eyes | Shelby Lynne, Allison Moorer | 2:57 | |
| Sadder Day | Western Centuries | 4:30 | |
| Hold On I | Chris Smither | 4:03 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Mexican Home (feat. John Prine) | Chris Knight, John Prine | 5:05 | |
| After the Storm | The Flatlanders | 3:52 | |
| Kern River | Dave Alvin | 4:07 | |
| Home Is Where The Hurt Is | JP Harris | 3:10 | |
| Queen of Them All | The Cactus Blossoms | 3:40 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| Ain't No Man | Angaleena Presley | 3:43 | |
| Tecumseh Valley | Jason Isbell, Elizabeth Cook | 4:40 | |
| We'll Sweep out the Ashes in the Morning - 2007 Remaster | Gram Parsons | 3:14 | |
| A Good Man | Holly Williams | 4:01 | |
| Wavin' My Heart Goodbye | The Flatlanders | 2:38 | |
| I Ain't Lookin' for No Trouble | Ray Benson | 4:02 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| The Good Guys (Dick Tracy) | Amanda Anne Platt & the Honeycutters | 4:37 | |
Unlock more with Songs Like X Pro |
| Truckstop Amphetamines | JP Harris | 2:38 | |
| Just Like Heartache | Jamie Lin Wilson | 3:40 | |
| Song of the Bird | The Cactus Blossoms | 2:29 | |
| Old Dogs, Children and Watermelon Wine | John Prine, Mac Wiseman | 4:36 | |
| On a Slow Train Through Arkansas | Chuck Mead | 4:23 | |
| Blood Is Thicker Than Water | Shaver | 3:27 | |
| You're Gonna Get Lonely | Whitney Rose | 2:39 | |
| Drinkin' Smokin' Cheatin' | Brandy Clark | 2:57 | |
| Don't You Know I'm from Here | Brennen Leigh | 4:22 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| Grow Old with Me | Sunny Sweeney | 3:22 | |
| Bear Creek Blues | John Prine | 4:45 | |
| Mama Bake a Pie (Daddy Kill a Chicken) | Drive-By Truckers | 3:19 | |
| House of the White Rose Boquet | Ray Wylie Hubbard | 3:23 | |
| I Pity the Mother and the Father (When the Kids Move Away) | Amazing Rhythm Aces | 2:07 | |
| Kansas | Fred Eaglesmith | 3:44 | |
| Dry Town - Demo | Gillian Welch | 2:55 | |
| Hallelujah Shine | The Gourds | 3:36 | |
| Just Waitin' | John Prine | 2:48 | |
| Take This Hammer (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:59 | |
| Leave The Light On | Chris Smither | 3:47 | |
| The Train That Carried My Girl From Town | The Earls Of Leicester | 2:46 | |
| 16 Days | Whiskeytown | 3:54 | |
| Early Mornin' Rain | Gordon Lightfoot | 3:08 | |
| I Don't Believe You've Met My Baby | Jerry Douglas | 3:13 | |
| A Feather's Not A Bird | Rosanne Cash | 3:18 | |
| There Stands The Glass | Ted Hawkins | 2:33 | |
| Blackjack David | Dave Alvin | 4:59 | |