| I'd Have to Be Crazy | Sturgill Simpson | 4:02 | |
| Knocking 'em Down | Western Centuries | 3:17 | |
| Story of You | The Flatlanders | 2:00 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Live Forever | Billy Joe Shaver | 2:49 | |
| I Can't Wait | Kieran Kane, Kevin Welch, Fats Kaplin | 3:31 | |
| Ballad of a Retired Man | Ian Noe | 4:50 | |
| James Alley Blues | Willie Watson | 4:06 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| There Oughta Be a Law Against Sunny Southern California (Jabo I, II, III) | Terry Allen | 4:29 | |
| Panhead | Otis Gibbs | 6:14 | |
| Lucille | Fred Eaglesmith | 4:01 | |
| 65 Falcon | Rod Picott | 3:27 | |
| Right Where I Belong | The Flatlanders | 4:06 | |
| Learning to Lose (feat. Willie Nelson) | Margo Price, Willie Nelson | 6:19 | |
| Life is Fine | Tom Rush | 3:39 | |
| A Young Felon Dates an Old Woman | Ian Noe | 3:14 | |
| Pill Bug Blues | The Gourds | 3:59 | |
| Bad on Fords | Ray Wylie Hubbard | 3:19 | |
| Harold Wilson | Fred Eaglesmith | 4:46 | |
| Autographs in the Rain (Song to Willie) | Kinky Friedman | 3:44 | |
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| Texas Tears | Terry Allen, The Panhandle Mystery Band | 4:11 | |
| The Darker Side of Me | Otis Gibbs | 4:22 | |
| Cleveland County Blues | John Moreland | 3:52 | |
| Leave The Light On (feat. Rusty Belle and Robin Smither) | Chris Smither | 3:31 | |
| Junk Town | Ian Noe | 4:21 | |
| I'm the Loneliest Man I Ever Met | Kinky Friedman | 2:48 | |
| Thank God for the Road | The Flatlanders | 5:00 | |
| Cozmina | Otis Gibbs | 4:18 | |
| Parallel Bars | Robbie Fulks | 3:07 | |
| The Highway Callin' | Fred Eaglesmith | 4:34 | |
| Let The Waters Rise - Remastered | Justin Townes Earle | 2:42 | |
| Storms Never Last | Bruce Robison, Kelly Willis | 4:38 | |
| Dreams Like This | Greg Trooper | 3:42 | |
| Loretta | Luke Bell | 3:58 | |
| Back in My Day Blues | Otis Gibbs | 3:14 | |
| A Dog Named Freedom | Kinky Friedman | 2:37 | |
| Midnight Train | David Rawlings | 3:18 | |
| All the Way to Amsterdam | Greg Trooper | 2:59 | |
| Christchurch Woman | Justin Townes Earle | 4:11 | |
| Paid My Dues (feat. Jack Ingram) | Bruce Robison, Jack Ingram | 3:22 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Cold River | John Hiatt | 5:34 | |
| You Can Bet I'm Gone | Joe Ely | 2:52 | |
| Dear Sarah | Scott Miller & The Commonwealth | 3:33 | |
| All Just To Get To You | Joe Ely | 4:15 | |
| Rye Whiskey | Jesse Colin Young | 4:54 | |
| Spinnin' On This Rock | Ramsay Midwood | 4:30 | |
| River Of Fools | Logan Ledger | 3:11 | |
