| Learning to Lose (feat. Willie Nelson) | Margo Price, Willie Nelson | 6:19 | ||
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | ||
| Loneliest Songs | The Honey Dewdrops | 4:47 | ||
| John Finch / Swing Me Easy | Shannon McNally, Neal Casal | 7:43 | ||
| Willin' | Richard Shindell | 3:15 | ||
| Country Blues | Zoe Muth and the Lost High Rollers | 4:33 | ||
| Pale Fire | Amanda Shires | 3:16 | ||
| Hard Times In Babylon | Eliza Gilkyson | 4:05 | ||
| You Don't Scare Me | Whitney Rose | 4:10 | ||
| Devil's Got My Woman | Andrew Combs | 2:35 | ||
| Fierce Little Bird | Shannon McNally, Neal Casal | 4:18 | ||
| Broken White Line | Kris Delmhorst | 3:24 | ||
| Circle of Boots | Dave Gunning, Atlantic String Machine | 3:19 | ||
| Shaky Ground | Malcolm Holcombe | 3:35 | ||
| That's All Right | Dori Freeman | 3:18 | ||
| Kentucky, 1988 | Kelsey Waldon | 4:04 | ||
| Senor (Tales Of Yankee Power) | Richard Shindell | 4:53 | ||
| I'd Rather Go Blind | Shannon McNally | 3:59 | ||
| Still a Child | Dori Freeman | 3:41 | ||
| Sure Feels Good Anyway | Amy Ray | 4:30 | ||
| Unknown Legend | Caitlin Canty | 3:55 | ||
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| Silver Lining | Carl Anderson | 2:30 | ||
| Easier Than Leaving (Live Acoustic) | Michaela Anne | 4:46 | ||
| The Get Together (feat. Mando Saenz) | Kim Richey, Mando Saenz | 3:20 | ||
| Turpentine | Kris Kristofferson | 3:06 | ||
| Midnight on the Water | Caroline Herring | 4:04 | ||
| Kansas | Fred Eaglesmith | 3:44 | ||
| Buddies | Lauren Barth | 3:25 | ||
| Three Chords and Truth | Lynn Miles | 3:30 | ||
| You Got to Me | James McMurtry | 5:23 | ||
| West Texas Heaven | Kimmie Rhodes | 3:07 | ||
| Take Me With You When You Go | Lori McKenna | 3:52 | ||
| You Really Got A Hold On Me | Shannon McNally | 4:20 | ||
| Scavenger | Lucy Kaplansky | 4:02 | ||
| River Alone | Caitlin Canty | 4:54 | ||
| All the Way Around | Kris Delmhorst | 3:53 | ||
| You Don't Have the Heart for It | Red Molly | 3:49 | ||
| My Love (The Storm) | Amanda Shires | 3:37 | ||
| You Won't Find Me | Amelia Curran | 3:23 | ||
| Road Less Traveled | Yarn | 2:58 | ||
| East of Eden | Tom Rush | 3:29 | ||
| Song For A Deck Hands Daughter | James McMurtry | 3:30 | ||
| Mandolin Wind | Amy Helm | 5:52 | ||
| Hey Little Darlin' | Zoe Muth | 3:30 | ||
| When We Were Younger | Charlie Sexton, Shannon McNally | 4:47 | ||
| Wildflowers | Chris Hillman | 2:51 | ||
| Who Carried You | Malcolm Holcombe | 3:31 | ||
| Remember Wild Horses | Birds of Chicago | 4:46 | ||
| Northern Girl | Cheryl Wheeler | 3:46 | ||
