| Mama's Don't Let Your Cowboys Grow Up to be Babies | Dale Watson | 3:25 | |
| Under the Harvest Moon | David Nagler, Robbie Fulks | 2:56 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| You've Never Seen Me Cry | The Flatlanders | 2:17 | |
| You're Still On My Mind | Carrie Rodriguez | 2:56 | |
| Panhead | Otis Gibbs | 6:14 | |
| You Are My Sunshine | Linda Gail Lewis, Robbie Fulks | 3:45 | |
| Devil May Care | Sarah Shook & the Disarmers | 2:48 | |
| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | |
| Molly And The Old Man | Robbie Fulks | 3:48 | |
| Down to Seeds and Stems Again | Bill Kirchen | 4:02 | |
| Wabash Cannonball (feat. Old Crow Medicine Show) | Chuck Mead, Old Crow Medicine Show | 3:32 | |
| Land Ahoy! | Mekons, Robbie Fulks | 2:23 | |
| Part I - My Name Is Jorge | The Gourds | 3:50 | |
| Low Down Freedom | Waylon Jennings | 2:21 | |
| 9,999,999 Tears | Kelly Willis, Bruce Robison | 3:55 | |
| Lament | The Gourds | 4:50 | |
| Fuck This Town | Robbie Fulks | 2:24 | |
| Get a Little Gonner | Bill Kirchen | 2:44 | |
| Carl Perkins' Cadillac | Drive-By Truckers | 5:26 | |
| Harlem River Blues | Justin Townes Earle | 2:48 | |
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| Myrna Lee | Blue Mountain | 3:45 | |
| Borderless Love | The Flatlanders | 3:16 | |
| Great American Roadside | Otis Gibbs | 2:49 | |
| Sleepin' on the Job of Love | Robbie Fulks | 2:10 | |
| North | Blackie & The Rodeo Kings | 3:20 | |
| 3 Pecker Goat | Jesse Dayton | 3:11 | |
| Two for the Road | JP Harris | 2:54 | |
| Cemetary Road | Fred Eaglesmith | 2:17 | |
| Too Many Nights In A Roadhouse | Junior Brown | 2:41 | |
| Dry Town - Demo | Gillian Welch | 2:55 | |
| Blue Canoe | Blue Mountain | 4:39 | |
| 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 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| (If You Need The) 442 | Shinyribs | 3:19 | |
| My Baby Thinks He's A Train | Rosanne Cash | 3:13 | |
| The Last Fish in the Sea | Mekons, Robbie Fulks | 4:03 | |
| South of the River | Ray Wylie Hubbard | 4:06 | |
| Doin' What Comes Easy To A Fool | Junior Brown | 2:42 | |
| Willin' | Commander Cody and His Lost Planet Airmen | 3:38 | |
| Long I Ride | Robbie Fulks | 3:19 | |
| Blue Is My Heart | Holly Williams | 2:42 | |
| Always A Friend | Alejandro Escovedo | 3:35 | |
| Evangelina | Hoyt Axton | 3:33 | |
| If I Can't Have You | Blackie & The Rodeo Kings, Lucinda Williams | 2:59 | |
| The Girl I Left Behind | Levon Helm | 3:36 | |
| The Winner | Kris Kristofferson | 4:58 | |
| Gentleman Of Leisure | Jesse Winchester | 3:52 | |
| A Kiss Before I Go | Ryan Adams & The Cardinals | 2:04 | |