| Late September | Watchhouse | 4:20 | ||
| Hearts Beat and Take a Beating | Forest Sun | 3:16 | ||
| Big Bright Light | The National Reserve | 3:48 | ||
| Latchkey Kid | John Moreland | 4:20 | ||
| Worth Dyin' For | Gurf Morlix | 4:42 | ||
| Each Season | Nora Jane Struthers | 3:48 | ||
| Sweet Diane | Michigan Rattlers | 3:31 | ||
| The Weary Kind | Ryan Bingham | 6:15 | ||
| War on the Radio | Jeffrey Foucault | 3:27 | ||
| White Doves Wing | Caleb Caudle | 3:14 | ||
| Stitch In Time | Pharis & Jason Romero | 3:51 | ||
| My Love (The Storm) | Amanda Shires | 3:37 | ||
| Nobody's Perfect | Bruce Robison, Kelly Willis | 3:44 | ||
| Lies I Chose to Believe | John Moreland | 3:41 | ||
| Little Warble | Jeffrey Foucault | 3:56 | ||
| Ruby | Dave Rawlings Machine | 4:54 | ||
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | ||
| Leaving Chattanooga | Wrinkle Neck Mules | 3:03 | ||
| Light As a Fire | The Stray Birds | 3:26 | ||
| The Flood in Color | Joe Pug | 2:37 | ||
| Please, Please, Please | Andrew Combs | 4:27 | ||
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| Road to Nowhere | BJ Barham | 4:16 | ||
| To The Wild | The Steel Wheels | 4:13 | ||
| One For Sorrow | Jeffrey Foucault | 3:52 | ||
| From Outer Space | Jaime Wyatt | 4:13 | ||
| Who Carried You | Malcolm Holcombe | 3:27 | ||
| Great American Roadside | Otis Gibbs | 2:49 | ||
| If I Had a Rose | Bruce Robison, Kelly Willis | 3:20 | ||
| Love Will Win the War | Darden Smith | 3:54 | ||
| Something That You Know | Jamestown Revival | 5:59 | ||
| Kentucky, 1988 | Kelsey Waldon | 4:04 | ||
| Evening Gown | Alejandro Escovedo | 3:28 | ||
| I Don't Care Anymore | Rodney Crowell | 4:28 | ||
| Gospel Shoes | Watchhouse | 4:05 | ||
| North Star | Blackie & The Rodeo Kings | 4:01 | ||
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | ||
| It Don't Suit Me (Like Before) | John Moreland | 3:38 | ||
| Vive l'acadie! | The Mallett Brothers Band | 3:24 | ||
| Copper Canteen | James McMurtry | 4:37 | ||
| Lay You Down | Nikki Lane | 3:57 | ||
| Slip Away | Charlie Overbey, Miranda Lee Richards | 3:45 | ||
| Knuckleball Prime | Willy Tea Taylor | 2:33 | ||
| The Good Guys (Dick Tracy) | Amanda Anne Platt & the Honeycutters | 4:37 | ||
| Make My Mind Up | Molly Tuttle | 3:31 | ||
| I Can't Wait | Kieran Kane, Kevin Welch, Fats Kaplin | 3:31 | ||
| Lodi | Jeffrey Foucault | 2:53 | ||
| Basil Gone to Blossom | Caitlin Canty | 3:07 | ||
| Undone | Yarn | 3:27 | ||
| Dive Bar Sweetheart | Becky Warren | 3:31 | ||
