| East of Eden | Tom Rush | 3:29 | |
| I Been a Train | Ray Bonneville | 2:37 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| Sleeper | Greg Brown | 4:29 | |
| Wilder Than Her | Fred Eaglesmith | 4:54 | |
| Shake off My Blues | Ray Bonneville | 3:09 | |
| Childish Things | James McMurtry | 4:35 | |
| Boots of Spanish Leather | Nanci Griffith | 6:13 | |
| Sitting on Top of the World | Tim Easton | 2:54 | |
| Leaving Louisiana in the Broad Daylight | Rodney Crowell | 3:24 | |
| It Makes No Difference | Shannon McNally | 5:27 | |
| Mr Bones | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Diplomacy | Chris Smither | 2:37 | |
| Stoplight Kisses | The Cactus Blossoms | 2:17 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Hallelujah (Iām a Dreamer) | Luther Dickinson, Amy LaVere | 2:48 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| I Wonder | Jonah Tolchin | 2:26 | |
| Don't Call Me Stranger | Chris Smither | 4:08 | |
| Life Is Beautiful | Keb' Mo' | 4:16 | |
| Sooner or Later | Eliza Gilkyson | 4:21 | |
| Unlock more with Songs Like X Pro |
| Lonesome Old River Blues | Dom Flemons | 2:42 | |
| Winsome Smile | Chris Smither | 3:34 | |
| Do It | Jesse Winchester | 1:27 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| Shut It Tight (with Richard Thompson) - 2006 Remaster | T Bone Burnett, Richard Thompson | 2:58 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| I Got Found | Sam Doores, Riley Downing, The Tumbleweeds | 3:37 | |
| Blue Car | Greg Brown | 4:11 | |
| Doncha Miss That Water | Malcolm Holcombe | 2:45 | |
| Cave Man | Chris Smither | 5:23 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Down in My Hometown | The Flatlanders | 2:45 | |
| It Was a Train | Otis Gibbs | 3:10 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| If You Knew My Mind | Grayson Capps | 3:03 | |
| Spring Wind | Greg Brown | 4:34 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| Crocodile Man | Chris Smither | 3:33 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| Killing the Blues | Robert Plant, Alison Krauss | 4:15 | |
| I Drink | Mary Gauthier | 4:30 | |
| Alright Alright | Birds of Chicago | 4:02 | |
| Rings | Leo Kottke | 2:51 | |
| That's What Makes You Strong | Jesse Winchester | 3:10 | |
| Long As I Can See The Light | Ted Hawkins | 3:13 | |
| Feed My Monkey | Ramsay Midwood | 3:18 | |
| Broke Down | Slaid Cleaves | 3:10 | |
