| Cowboy Song | Dan Reeder | 2:35 | |
| Jackson | Gillian Welch, David Rawlings | 3:32 | |
| Hi Fi Love | Adam Carroll | 4:13 | |
| El Paso | The Gourds | 3:10 | |
| Tell the Devil I'm Gettin' there as Fast as I Can | Ray Wylie Hubbard | 5:47 | |
| Desperado | The Cactus Blossoms | 2:46 | |
| Willie Got There First (feat. Seth Avett & Scott Avett) | Asleep At The Wheel, Scott Avett, Seth Avett | 5:24 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Going Down The Road Feeling Bad | Doc & Merle Watson | 2:46 | |
| Everywhere Now | The Good Luck Thrift Store Outfit | 3:54 | |
| Wilder Than Her | Fred Eaglesmith | 4:54 | |
| Take it Out Back | Chuck Brodsky | 3:10 | |
| Sing Along | Robert Ellis | 4:09 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| Train to Jackson | Jeffrey Foucault | 4:17 | |
| Do It | Jesse Winchester | 1:27 | |
| Ohoopee River Bottomland | Larry Jon Wilson | 3:21 | |
| Wildwood | Chatham County Line | 3:06 | |
| No Rust on My Spade | Otis Gibbs | 4:17 | |
| Perfect Timing | Drive-By Truckers | 2:57 | |
| Sorrow Be the Bird | Lula Wiles | 3:08 | |
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| House of the White Rose Boquet | Ray Wylie Hubbard | 3:23 | |
| Mother Earth | Willie Watson | 3:36 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Sputnik Monroe | Otis Gibbs | 3:10 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| Dwight Yoakam | Sarah Shook & the Disarmers | 3:40 | |
| Paper Cowboy | Margo Price | 6:15 | |
| It's Too Easy | Dave Rawlings Machine | 3:08 | |
| Cornbread and Butterbeans | Carolina Chocolate Drops | 3:09 | |
| Tunnel of a Dream | TK & The Holy Know-Nothings | 6:50 | |
| Circus of Life | Kinky Friedman | 3:33 | |
| I'm The One Who Needs You Tonight | Cordovas | 2:48 | |
| Loretta | The Stray Birds | 2:46 | |
| Hard Life | Aaron Lee Tasjan | 2:44 | |
| Barbara's Song | Ian Noe | 3:25 | |
| Ditch | Sam Baker | 1:56 | |
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | |
| Boy From Oklahoma | Willis Alan Ramsey | 3:54 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| Bottom Of The World | Alejandro Escovedo | 3:04 | |
| Evening Blues | Dave Alvin | 5:33 | |
| Satin Sheets | Willis Alan Ramsey | 2:39 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| Holding Up the Sky | Buddy & Julie Miller | 3:09 | |
| Boots Of Spanish Leather | The Seldom Scene | 4:51 | |
| Monster Truck | Ramsay Midwood | 3:30 | |
| Fourth Of July | Dave Alvin | 4:35 | |
| Lily, Rosemary and the Jack of Hearts | Tom Russell | 9:44 | |