| Mexican Cowboy | Willie Watson | 3:53 | |
| Time Forgot (To Change My Heart) | Daniel Romano | 4:00 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| House of the White Rose Boquet | Ray Wylie Hubbard | 3:23 | |
| Brokedown Palace | Watkins Family Hour, Sara Watkins, Sean Watkins | 4:09 | |
| Love Is Free | Gasoline Lollipops | 3:50 | |
| What They Say | Chris Smither | 2:46 | |
| I Hear Them All | Dave Rawlings Machine | 2:27 | |
| I Don't Care - Remastered | Justin Townes Earle | 1:55 | |
| Mutineer | Jason Isbell, Amanda Shires | 3:01 | |
| Picking Up Pieces | Watchhouse | 3:52 | |
| The Road Neverending | The Tillers | 4:01 | |
| Everybody's Missing the Sun | The Gourds | 2:59 | |
| First Air of Autumn | Drive-By Truckers | 3:30 | |
| Melinda Down the Line | Ian Fitzgerald | 5:06 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| Happy in Hindsight | Jonny Fritz | 3:30 | |
| Candy | Dave Rawlings Machine | 4:10 | |
| Barbara's Song | Ian Noe | 3:25 | |
| Drinkin in the Morning | Trampled by Turtles | 3:45 | |
| How'm I Gonna Find You Now | James McMurtry | 4:05 | |
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| Learning to Lose (feat. Willie Nelson) | Margo Price, Willie Nelson | 6:19 | |
| Million Dollar Bill | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 4:03 | |
| Out on the Rise | The Deslondes, Sam Doores | 5:11 | |
| Brokedown Palace | Shinyribs | 6:24 | |
| Someday/Sometime | Scott Miller | 3:54 | |
| Airplane | David Rawlings | 4:44 | |
| Leaf Change | Willy Tea Taylor, The River Arkansas | 3:52 | |
| All the Time In the World | John Fullbright | 4:32 | |
| It's Been A Long Time | Fred Eaglesmith | 2:52 | |
| Up Above My Head | The Wood Brothers | 2:39 | |
| Come On Over My House | David Rawlings | 3:42 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Irene | Ian Noe | 3:53 | |
| Graceland | Justin Townes Earle | 3:14 | |
| Whiskey Angel | The Black Lillies | 4:52 | |
| Sing Along | Robert Ellis | 4:09 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Keep It Between the Lines | Sturgill Simpson | 4:01 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| Letters | Marty O'Reilly & the Old Soul Orchestra | 3:52 | |
| Boxcar | Shovels & Rope | 4:41 | |
| Hey Stranger | Watchhouse | 3:27 | |
| Fifteen Passenger Van | Jonny Fritz | 2:05 | |
| Too Stoned to Cry | Andrew Combs | 3:37 | |
| Cleveland County Blues | John Moreland | 3:52 | |
| Who's Gonna Build Your Wall? | Tom Russell | 3:46 | |
| A Kiss Before I Go | Ryan Adams & The Cardinals | 2:04 | |
| Walk Between The Raindrops | James McMurtry | 3:24 | |