| Sinking Ship | Jill Andrews | 4:18 | |
| Chickamauga | Willy Tea Taylor | 5:14 | |
| Running Out Of Hope, Arkansas | Brennen Leigh | 2:45 | |
| This Old World | Buddy Miller | 2:59 | |
| The Rock and the Hill | Allison Moorer | 3:39 | |
| The City of New Orleans | Rhonda Vincent | 4:11 | |
| Always Be Sorry | Jill Andrews | 4:50 | |
| Wedding Bells | Buddy Miller, Richard Thompson | 4:45 | |
| Burgundy in the Rain | Pat Reedy | 2:00 | |
| We Built This City | Aron Wright, Jill Andrews | 3:01 | |
| Ten Miles Down the Nine Mile Road | Scott Miller | 4:13 | |
| Wrong Again (You Lose a Life) | Ags Connolly | 3:07 | |
| Just Someone I Used To Know | Buddy Miller, Nikki Lane | 2:22 | |
| Runnin' | Leah Blevins | 3:57 | |
| But You Like Country Music | Sunny Sweeney, Brennen Leigh | 3:49 | |
| Drinkin' Alone | The Steeldrivers | 2:41 | |
| Black Maria | Three Tall Pines | 4:42 | |
| Homeland Refugee | The Flatlanders | 3:58 | |
| Tell the Devil I'm Gettin' there as Fast as I Can | Ray Wylie Hubbard | 5:47 | |
| Guardian Angel | Tim O'Brien | 3:57 | |
| Knee Deep in the Wakarusa River | Chuck Mead | 3:29 | |
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| Water in a Well | Sturgill Simpson | 3:46 | |
| You Cared Enough to Lie | Eilen Jewell | 2:47 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Rambling, Gambling Willie | The Lonely Heartstring Band | 3:27 | |
| Prairie Funeral | Brennen Leigh | 3:04 | |
| The Blues Have Blown Away | Jill Andrews, Josh Oliver | 2:47 | |
| Time Gets Away | Hogslop String Band | 3:33 | |
| Strung Out | John R. Miller | 4:34 | |
| You're Still On My Mind | Carrie Rodriguez | 2:56 | |
| I Can't Wait | Kieran Kane, Kevin Welch, Fats Kaplin | 3:31 | |
| Cabin in the Woods | Brit Taylor | 3:44 | |
| 4&20 Blues | Jeffrey Foucault | 2:58 | |
| Worry Too Much | Buddy Miller | 4:48 | |
| Paducah | Nate Fredrick | 3:30 | |
| Hero | Sturgill Simpson | 3:04 | |
| Wild Birds | Western Centuries | 4:25 | |
| Comeback Kid | Town Mountain | 4:16 | |
| Let's Just Have Supper | Nora Jane Struthers, Korby Lenker | 3:26 | |
| My Friends | Walt Wilkins | 3:43 | |
| Spittin’ On Fire | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:05 | |
| Hillbilly Goddess | Alecia Nugent, J.D. Crowe | 3:13 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| I Just Came Home To Count The Memories | Gillian Welch, David Rawlings | 4:06 | |
| You Ain't Going Nowhere | Nitty Gritty Dirt Band | 3:52 | |
| Imagining Raindrops | Logan Ledger | 3:20 | |
| Hole In My Head | Buddy Miller | 2:26 | |
| Used To Be | Laurie Lewis, Kathy Kallick | 2:05 | |
| Somewhere Trouble Don't Go | Buddy Miller | 3:51 | |