| National Treasure | Willy Tea Taylor, The Turkey Buzzards | 3:21 | |
| South Dakota Wild One | The Deslondes | 3:23 | |
| That Kind of Life | Michigan Rattlers | 3:34 | |
| Operation Never Mind | James McMurtry | 4:34 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Hey Magnolia | Forest Sun | 2:44 | |
| Blue Canoe | Blue Mountain | 4:39 | |
| Don't Break My Heart Again | Yarn | 3:34 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| Solving Problems | Brent Cobb | 2:34 | |
| Game For Guessing (feat. Robert Ellis) | Zachary Williams, Robert Ellis | 3:01 | |
| Tonight I'll Be Staying Here with You | Nitty Gritty Dirt Band | 2:57 | |
| Time Stands Still | Chris Smither | 3:45 | |
| I Don't Fit In | Caleb Caudle, Jerry Douglas, Sam Bush, Carlene Carter, Elizabeth Cook | 2:57 | |
| Uncle Lloyd | Darrell Scott | 4:11 | |
| The Luckier You Get | American Aquarium | 3:01 | |
| The Horses and the Hounds | James McMurtry | 4:38 | |
| I Hear Them All | Old Crow Medicine Show | 3:03 | |
| Nobody Gives a Damn About Songs Anymore | John Moreland | 3:15 | |
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| Walking Proof | Lilly Hiatt | 3:55 | |
| Pill Bug Blues | The Gourds | 3:59 | |
| Desert Flowers | Amanda Anne Platt & the Honeycutters | 5:09 | |
| Bottom of the Bottle | TK & The Holy Know-Nothings | 4:13 | |
| Die Midwestern | Arlo McKinley | 4:09 | |
| Just Let Go | Sturgill Simpson | 2:32 | |
| Love Is Just A Wrecking Ball | Del Barber | 4:20 | |
| Drown - 2015 Remaster | Son Volt | 3:19 | |
| 4&20 Blues | Jeffrey Foucault | 2:58 | |
| Birthday Song | Amanda Anne Platt & the Honeycutters | 4:15 | |
| Come Home Soon | Brent Cobb | 3:18 | |
| Down Home Girl | Old Crow Medicine Show | 3:46 | |
| You Got to Me | James McMurtry | 5:23 | |
| Myrna Lee | Blue Mountain | 3:45 | |
| Keep the Home Fires Burnin' | Sarah Shook & the Disarmers | 3:03 | |
| Dancing In The Living Room | Del Barber | 3:28 | |
| Old Hickory | Old Crow Medicine Show | 5:09 | |
| Back into Your World | Son Volt | 3:45 | |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| Where'd You Hide The Body | James McMurtry | 3:40 | |
| Lament | The Gourds | 4:50 | |
| 105 | Fred Eaglesmith | 2:48 | |
| Giving You Away | Lukas Nelson and Promise of the Real | 3:36 | |
| Borrowed Time | John R. Miller | 5:02 | |
| Miles Away | Old Crow Medicine Show, Willie Watson | 5:00 | |
| Tennessee Jed | Levon Helm | 5:58 | |
| Got Me A Woman | Levon Helm | 3:12 | |
| Can't Let Go | Lucinda Williams | 3:28 | |