| What Made Milwaukee Famous (Has Made A Loser Out Of Me) | Redbird | 3:10 | |
| Hymn #101 | Joe Pug | 4:40 | |
| Don't Look for Me | Jeffrey Foucault | 3:05 | |
| Deep Breath | Riley Downing | 3:08 | |
| Hundred Dollar Valentine | Chris Smither | 3:05 | |
| Tomorrow's Yesterday | Ray Bonneville | 3:19 | |
| Looking at the World Through a Windshield | Son Volt | 3:08 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Ain't Got a Place | James McMurtry | 2:41 | |
| King Cotton | The Secret Sisters | 3:12 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Just Like That (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:30 | |
| Adios to California | John Hiatt | 3:47 | |
| Dying Just a Little | Jeffrey Foucault | 3:56 | |
| My Sweet Annette | Drive-By Truckers | 3:51 | |
| The Cuckoo Bird | Willie Watson | 3:12 | |
| Swing That Thing | Luke Winslow-King | 3:17 | |
| The Sweetest Thing | JJ Grey & Mofro | 4:28 | |
| No Love Today | Chris Smither | 4:44 | |
| Life Isn't Fair | Smooth Hound Smith | 2:43 | |
| Just Someone I Used To Know | Buddy Miller, Nikki Lane | 2:22 | |
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| Ballad of Copper Junction (A Journeyman's Lament) | Jeffrey Foucault | 5:08 | |
| Drivin' | Robert Ellis | 2:46 | |
| Leavin' Blues | Willie Watson | 3:29 | |
| Live Forever | Billy Joe Shaver | 2:49 | |
| Tall Grass in Old Virginny | Jeffrey Foucault | 3:27 | |
| Get Low | Smooth Hound Smith | 5:14 | |
| Two Step Too | Delbert McClinton | 3:06 | |
| Copper Canteen | James McMurtry | 4:37 | |
| Big Boss Man | Whitehorse | 3:45 | |
| For What It's Worth | The Travelin' McCourys, Sierra Hull, Gibson Brothers, Dré Anders, Justin Moses | 6:37 | |
| Maybellene | Chris Smither | 2:56 | |
| Lines Around Your Eyes | Lucinda Williams | 2:45 | |
| Angel from Montgomery - Live | Susan Tedeschi | 6:33 | |
| Good Times | Ray Bonneville | 3:55 | |
| On The Road Again (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:27 | |
| Solving Problems | Brent Cobb | 2:34 | |
| Sallisaw Blue | John Moreland | 3:57 | |
| My Ol' Radio | Malcolm Holcombe | 2:33 | |
| Music You Mighta Made | Gurf Morlix | 4:37 | |
| Storm Windows | Jeffrey Foucault | 4:45 | |
| Walk Between The Raindrops | James McMurtry | 3:24 | |
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | |
| Papa Dukie And The Mud People | The Subdudes | 4:38 | |
| Bottom Of The World | Alejandro Escovedo | 3:04 | |
| The Road Goes On Forever | Joe Ely | 4:33 | |
| Who's Gonna Build Your Wall? | Tom Russell | 3:46 | |
| Honey I Been Thinking About You | Jackie Greene | 4:45 | |
| Duck N’ Dodge | Nat Myers | 3:36 | |
