| Devil May Care | Sarah Shook & the Disarmers | 2:48 | |
| Everything's Gonna Be Alright | Paul Thorn | 4:44 | |
| Lament | The Gourds | 4:50 | |
| Six Years Come September | American Aquarium | 3:51 | |
| This Changes Everything | Jim Lauderdale | 3:32 | |
| Perfect Timing | Drive-By Truckers | 2:57 | |
| Hank Williams Wouldn't Make It Now in Nashville Tennessee | Eleven Hundred Springs | 2:43 | |
| South Of Atlanta | Brent Cobb | 5:22 | |
| Angel's Blue Eyes | Tim O'Brien, Darrell Scott | 3:31 | |
| Railroad of Sin | Sturgill Simpson | 2:04 | |
| Wilder Than Her | Fred Eaglesmith | 4:54 | |
| Die Midwestern | Arlo McKinley | 4:09 | |
| Worth Dyin' For | Gurf Morlix | 4:42 | |
| Alberta Says Hello | Corb Lund | 3:22 | |
| north dakota | Chris Knight | 4:16 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Rock Salt and Nails | Willie Watson | 3:47 | |
| Leaving Time | Patterson Hood | 3:31 | |
| I Want to Be with You Always | Buddy Miller, Patty Griffin | 3:11 | |
| No Rust on My Spade | Otis Gibbs | 4:17 | |
| Weight of the World | Western Centuries | 3:22 | |
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| Learning to Lose (feat. Willie Nelson) | Margo Price, Willie Nelson | 6:19 | |
| Undone | Yarn | 3:27 | |
| Crop Comes In | Chatham County Line | 4:23 | |
| House of the White Rose Boquet | Ray Wylie Hubbard | 3:23 | |
| Half-Broke Horse | Eilen Jewell | 3:26 | |
| Omaha | The Gourds | 3:15 | |
| Drunk Girl | Fred Eaglesmith | 3:09 | |
| Lone Pine Hill | Justin Townes Earle | 3:03 | |
| Dublin Blues | Asleep At The Wheel | 4:40 | |
| High Road | John Fullbright | 7:37 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| A Pretty Good Guy | Chris Knight | 2:27 | |
| Aunt Peg's New Old Man | Robbie Fulks | 3:01 | |
| Goddamn Lonely Love - Remastered | Drive-By Truckers | 5:01 | |
| Loretta | Luke Bell | 3:58 | |
| It's Never Too Late to Call | Paul Thorn | 3:01 | |
| Lo Siento, Spanishburg, WVA | Scott Miller | 3:58 | |
| Time Honored Tradition | Natalie Hemby | 3:16 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| Ain't Waitin' | Justin Townes Earle | 2:16 | |
| Wherever You Go | Dee White | 3:20 | |
| Lonesome Blues | Shooter Jennings | 3:59 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| Telephone Road | Rodney Crowell | 3:52 | |
| Monster Truck | Ramsay Midwood | 3:30 | |
| Who Carried You | Malcolm Holcombe | 3:31 | |
| Eyes Of A Child | The Gourds | 4:11 | |