| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Diplomacy | Chris Smither | 2:37 | |
| If I Had a Rose | Bruce Robison, Kelly Willis | 3:20 | |
| Mean Ol' Wind Died Down | Luther Dickinson | 4:00 | |
| Ain't Waitin' | Justin Townes Earle | 2:16 | |
| Far From Home | Western Centuries | 3:52 | |
| On The Road Again (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:27 | |
| Undone | Yarn | 3:27 | |
| Bang Bang Lulu | Luther Dickinson | 3:43 | |
| Decent Man | James McMurtry | 4:48 | |
| You Cared Enough to Lie | Eilen Jewell | 2:47 | |
| Look the Other Way | Justin Townes Earle | 2:29 | |
| Dive Bar Sweetheart | Becky Warren | 3:31 | |
| Leaving Louisiana in the Broad Daylight | Shovels & Rope | 3:33 | |
| Turn It Up | Gillian Welch | 1:52 | |
| Spittin’ On Fire | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:05 | |
| Ain't Got a Place | James McMurtry | 2:41 | |
| Country Love | The Gourds | 2:43 | |
| Devil May Care | Son Volt | 2:58 | |
| Let The Waters Rise - Remastered | Justin Townes Earle | 2:42 | |
| It's Too Easy | Dave Rawlings Machine | 3:08 | |
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| No More Crying The Blues | The Cactus Blossoms | 2:03 | |
| Devil's Got My Woman | Andrew Combs | 2:35 | |
| Crazy Wayne | Caleb Caudle, Jerry Douglas, Sam Bush | 2:39 | |
| Throw Another Cap in the Fire | Sam Doores, Riley Downing, The Tumbleweeds | 3:32 | |
| Sallisaw Blue | John Moreland | 3:57 | |
| Warm Guns | Western Centuries | 4:55 | |
| Stoplight Kisses | The Cactus Blossoms | 2:17 | |
| Hang Your Head Down Low | Vincent Neil Emerson | 3:51 | |
| Ain't We Gold | John Moreland | 4:01 | |
| Childish Things | James McMurtry | 4:35 | |
| Quick Fix | Sam Morrow | 3:32 | |
| Don't Break My Heart Again | Yarn | 3:34 | |
| My Baby Drives | Justin Townes Earle | 2:13 | |
| Desperado | The Cactus Blossoms | 2:46 | |
| Pilgrim (You Can't Go Home) | Dave Rawlings Machine | 7:57 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| City Flower | Jeffrey Foucault | 3:38 | |
| Same Old Stagolee | Justin Townes Earle | 3:41 | |
| Only the Song Survives | John Hiatt | 4:00 | |
| (This Ain't A) Sad Song | The Deslondes, Sam Doores | 3:21 | |
| Mother Earth | Willie Watson | 3:36 | |
| Drinkin' Days | Slaid Cleaves | 4:52 | |
| Tobacco Road | Colvin & Earle | 2:49 | |
| No Vacancy | The Subdudes | 2:26 | |
| Skip A Rope | Logan Ledger | 3:47 | |
| My Heart Is Broken | Ryan Adams & The Cardinals | 2:11 | |
| Fool Me Once | Lukas Nelson and Promise of the Real, Lucius | 3:50 | |
| Monster Truck | Ramsay Midwood | 3:30 | |