| Borderline | Eliza Gilkyson | 2:42 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Grave Angels | Joe Henry | 5:31 | |
| Hometown USA | Slaid Cleaves | 3:53 | |
| Last Letter Home | Amazing Rhythm Aces | 3:51 | |
| One Part, Two Part | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:43 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Country Blues | Zoe Muth and the Lost High Rollers | 4:33 | |
| Life is Fine | Tom Rush | 3:39 | |
| Blow Me a Kiss | Blackie & The Rodeo Kings | 3:12 | |
| Lucille | Fred Eaglesmith | 4:01 | |
| Cowboy Singer | Dave Carter, Tracy Grammer | 3:44 | |
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | |
| Hard Promises to Keep | Kimmie Rhodes | 4:49 | |
| Come Early Mornin’ | Buddy Miller, Jill Andrews | 2:33 | |
| Clean Getaway | Kieran Kane, Kevin Welch, Fats Kaplin | 2:50 | |
| No Depression In Heaven | Sheryl Crow | 3:20 | |
| The Matador | Gretchen Peters | 4:18 | |
| Death in Arkansas | Eliza Gilkyson | 4:18 | |
| Aunt Peg's New Old Man | Robbie Fulks | 3:01 | |
| Love Me Like A Song | Kimmie Rhodes | 3:40 | |
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| Your Lonely Heart | Carrie Rodriguez | 2:58 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Barroom Girls | Gillian Welch | 4:13 | |
| My Best Girl | Tom Rush | 2:53 | |
| The Midnight Special | Billy Bragg, Joe Henry | 3:34 | |
| Gospel Plow | Elizabeth Cook | 2:54 | |
| I'm Not Jealous | Sam Outlaw | 3:34 | |
| The Red Flags You Were Waving | Brennen Leigh | 3:07 | |
| 'Til It's Over | The Secret Sisters | 2:56 | |
| You Cared Enough to Lie | Eilen Jewell | 2:47 | |
| Cry | Jasiah Reeves | 3:26 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| Carolina | The Honeycutters | 3:28 | |
| Changing Ground | Gillian Welch | 2:25 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| Adios Maria | The Cactus Blossoms | 4:09 | |
| I Ain't Lookin' for No Trouble | Ray Benson | 4:02 | |
| Arguing With Ghosts | Gretchen Peters | 3:57 | |
| Wreck You | Lori McKenna | 3:18 | |
| Stranger in the House (with Elvis Costello) | George Jones, Elvis Costello | 3:36 | |
| Now's the Time (C'est Le Moment) | Caleb Klauder, Reeb Willms | 2:30 | |
| Danny’s Song | Tift Merritt | 2:08 | |
| Little Black Train | Carlene Carter | 2:49 | |
| In The Real West | Tish Hinojosa | 2:48 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| Summer Wages | David Bromberg | 3:54 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| Wildflowers | Chris Hillman | 2:51 | |