| Drunken Barber's Hand | Slaid Cleaves | 2:41 | |
| Live Forever | Billy Joe Shaver | 2:49 | |
| Burning Still | Bob Childers | 2:56 | |
| On The Road Again (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:27 | |
| Uncle Lloyd | Darrell Scott | 4:11 | |
| Everything's Gonna Be Alright | Paul Thorn | 4:44 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Take Me to Lake Charles | Shinyribs | 3:16 | |
| Sinner's Prayer | Slaid Cleaves | 4:50 | |
| What Made Milwaukee Famous (Has Made A Loser Out Of Me) | Redbird | 3:10 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| Silver Valley | David Miner | 4:35 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| My Boots | Whitney Rose | 4:47 | |
| Louise | The Deslondes, Dan Cutler | 3:17 | |
| Learnin' to Drown | Vincent Neil Emerson | 4:53 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Wherever You Go | Dee White | 3:20 | |
| Take it Out Back | Chuck Brodsky | 3:10 | |
| Before I Go | John Hiatt | 3:34 | |
| 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 | |
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| Fisherman's Friend | Shinyribs | 4:25 | |
| She's a Hurricane | The Brothers Comatose | 3:21 | |
| Heart's Too Heavy | John Moreland | 4:11 | |
| Lost John Dean | Kieran Kane, Kevin Welch, Fats Kaplin | 3:26 | |
| Jukebox | The Honeycutters | 4:36 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| Winsome Smile | Chris Smither | 3:34 | |
| Good As Gold | Sarah Shook & the Disarmers | 3:13 | |
| Little Guys | Slaid Cleaves | 3:02 | |
| Smile | The Bottle Rockets | 2:25 | |
| Big River | Darrell Scott | 3:26 | |
| Dirty Old Town | Kelsey Waldon | 2:41 | |
| Katie | Fred Eaglesmith | 3:42 | |
| Waltz About Whiskey | Watchhouse | 3:46 | |
| Shaky Ground | Malcolm Holcombe | 3:35 | |
| Half-Broke Horse | Eilen Jewell | 3:26 | |
| Oh Julia | John Moreland | 3:47 | |
| Old Mexico | Marty Stuart And His Fabulous Superlatives | 2:45 | |
| Ain't Waitin' | Justin Townes Earle | 2:16 | |
| New Year's Day | Slaid Cleaves | 4:08 | |
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | |
| Me Oh My | The Honeycutters | 4:04 | |
| The Devil | Amanda Anne Platt & the Honeycutters | 5:02 | |
| The Ghost Of Virginia - Remastered | Justin Townes Earle | 3:39 | |
| Pill Bug Blues | The Gourds | 3:59 | |
| She Was | Ellis Paul, Slaid Cleaves, Jeff Plankenhorn | 4:02 | |
| Wishbones | Slaid Cleaves | 3:27 | |
| Four Letter Word | Lukas Nelson and Promise of the Real | 4:42 | |