| Old People | John Hiatt | 4:30 | ||
| One Red Rose | Iris DeMent | 3:07 | ||
| Detroit or Buffalo | Amanda Shires | 4:08 | ||
| Another Winter Gone | Amanda Anne Platt & the Honeycutters | 4:18 | ||
| The Darker Side of Me | Otis Gibbs | 4:22 | ||
| Picture Cards | Blaze Foley & the Beaver Valley Boys | 4:13 | ||
| Too Long (I've Been Gone) | Dom Flemons | 2:53 | ||
| The Other Side of the River | Dayborn | 2:23 | ||
| The Garage | Caleb Caudle | 2:33 | ||
| Hearts Beat and Take a Beating | Forest Sun | 3:16 | ||
| The Wind Doesn't Know You | Malcolm Holcombe | 2:42 | ||
| If I Had a Rose | Bruce Robison, Kelly Willis | 3:20 | ||
| Series of Closin' Doors | Gurf Morlix | 4:33 | ||
| In the Winter | Malcolm Holcombe, Iris DeMent | 5:32 | ||
| Spookin' The Horses | Fred Eaglesmith | 4:37 | ||
| Take Me for a Ride | Caitlin Canty | 4:09 | ||
| New Again | Grayson Capps | 4:32 | ||
| Angels and Acrobats | Rod Picott | 2:55 | ||
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | ||
| I'll Say When | Ags Connolly | 3:31 | ||
| Gone | John Hiatt | 2:57 | ||
| Unlock more with Songs Like X Pro | ||||
| Sadder Day | Western Centuries | 4:30 | ||
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | ||
| You're Dreaming | The Cactus Blossoms | 3:25 | ||
| Another Despair | Malcolm Holcombe | 2:42 | ||
| Basil Gone to Blossom | Caitlin Canty | 3:07 | ||
| Broken Man (Live) | Greg Trooper | 4:19 | ||
| Heading Home | Pieta Brown | 3:43 | ||
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | ||
| Willin' | Richard Shindell | 3:15 | ||
| 18 Wheels | Fred Eaglesmith | 5:01 | ||
| Your Sister | Gurf Morlix | 2:37 | ||
| Life is Fine | Tom Rush | 3:39 | ||
| The Prettiest Thing | The Modern Don Juans, David Childers | 4:14 | ||
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | ||
| Train to Birmingham | Kevin Welch | 4:13 | ||
| The Wolf | Gill Landry | 4:54 | ||
| Ride My Pony | John Hiatt | 3:40 | ||
| Blue Is My Heart | Holly Williams | 2:42 | ||
| Shaky Ground | Malcolm Holcombe | 3:35 | ||
| Wondering How | Pieta Brown | 3:06 | ||
| More and More, Less and Less | Delbert McClinton & Glen Clark | 2:53 | ||
| East of Eden | Tom Rush | 3:29 | ||
| The Last Thing to Go | Kris Kristofferson | 2:59 | ||
| I'll Take My Sorrow Straight | Iris DeMent | 3:27 | ||
| Feeling of Beauty | Tift Merritt | 4:01 | ||
| River Girl | Kelley Mickwee | 4:47 | ||
| White Dove | Levon Helm | 3:29 | ||
| Keep Your Distance | Buddy & Julie Miller | 3:49 | ||
