| Lake of Fire | Bruce Robison | 5:09 | |
| Girl She Used to Be | Chatham County Line | 2:50 | |
| Prayer in Open D | Shannon McNally | 3:55 | |
| You're the Reason Our Kids Are Ugly (feat. Nikki Lane) | JP Harris, Nikki Lane | 2:34 | |
| Time Stands Still | Chris Smither | 3:45 | |
| Let's Leave This Town | Chip Taylor, Carrie Rodriguez | 3:23 | |
| Red Letter Day | Bruce Robison | 3:31 | |
| Don't Step Away | Kelly Willis | 4:22 | |
| Perfect | The Mastersons | 4:03 | |
| Oh Soul | Mary Gauthier | 5:26 | |
| Livin' in the Woods in a Tree | Bruce Robison | 2:10 | |
| Wavin' My Heart Goodbye | The Flatlanders | 2:38 | |
| High Sierra | The Brother Brothers, Michaela Anne | 3:07 | |
| House of the White Rose Boquet | Ray Wylie Hubbard | 3:23 | |
| Detroit Or Buffalo | Amanda Shires | 4:08 | |
| Saskatchewan | Belle Plaine, Blake Berglund | 4:12 | |
| Way over Yonder in the Minor Key | Dave Carter & Tracy Grammer | 4:14 | |
| Vaquero | James McMurtry | 4:41 | |
| End Like That | Bruce Robison | 4:39 | |
| Heaven Bound - Live | Mark Collie & His Reckless Companions, Kelly Willis | 3:17 | |
| This Old Town | Skydiggers | 2:40 | |
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| Dirty Old Town | Kelsey Waldon | 2:41 | |
| Winsome Smile | Chris Smither | 3:34 | |
| No Rust on My Spade | Otis Gibbs | 4:17 | |
| I Was the One | The Modern Don Juans, David Childers | 2:35 | |
| Unforgiven | Bap Kennedy | 3:37 | |
| Grand Restoration | Natalie Hemby | 2:57 | |
| Cigarettes And Wine | Jason Isbell and the 400 Unit | 6:42 | |
| Live Forever | Shaver | 3:52 | |
| Can't Tell Nobody Nothin' | Bruce Robison, Kelly Willis | 3:22 | |
| Old Men Young Women | Lori McKenna | 3:42 | |
| Big Cheeseburgers and Good French Fries | Gurf Morlix | 2:51 | |
| Hideaway Girl | Jimmy LaFave | 4:22 | |
| Ten Miles Down the Nine Mile Road | Scott Miller | 4:13 | |
| Carousel | Bruce Robison, Kelly Willis | 3:21 | |
| Life is Fine | Tom Rush | 3:39 | |
| Jesus Take the Wheel (and Drive Me to a Bar) | Sam Outlaw | 3:19 | |
| Angeline | James McMurtry | 4:04 | |
| If You Don't Know Me (feat. Kelly Willis) | Eric Brace, Karl Straub, Kelly Willis | 1:33 | |
| Tennessee Song | Margo Price | 4:40 | |
| Letting People Down | Lori McKenna | 2:56 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| Copper Canteen | James McMurtry | 4:37 | |
| Soulmate | Michael Dowdle, Brandon Fields, Jimmy Johnson, Kelly Willis | 3:57 | |
| Whole Blue Heart | Lillie Mae | 4:10 | |
| Bottom Of The World | Alejandro Escovedo | 3:04 | |
| Long Haul | Caroline Spence | 4:01 | |
| Sweet Lucinda | Gibson Brothers | 2:45 | |
| Trouble Over Me | Tift Merritt | 5:08 | |