| Wavin' My Heart Goodbye | The Flatlanders | 2:38 | |
| Texas Top Hand | Don Walser | 2:55 | |
| Drunken Poet's Dream | Ray Wylie Hubbard | 4:20 | |
| Katie | Fred Eaglesmith | 3:42 | |
| Old Time Story | Wade Montgomery | 3:34 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| Leaving Chattanooga | Wrinkle Neck Mules | 3:03 | |
| Charlie Duke Took Country Music to the Moon | Stryker Brothers | 4:00 | |
| I Thought the Wreck Was Over | The Flatlanders | 2:45 | |
| Make It Back Home | Pat Reedy | 2:34 | |
| Living Too Long | Zephaniah OHora | 3:32 | |
| Saddle Broncs and Sagebrush | Wylie & The Wild West | 3:58 | |
| Rest Your Weary Mind (with Bobby Bare, Jr.) | Elizabeth Cook, Bobby Bare Jr. | 3:18 | |
| Rabbit | Ray Wylie Hubbard | 3:14 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| I Ain't Lookin' for No Trouble | Ray Benson | 4:02 | |
| Everybody Wants to Go to Heaven | The Local Honeys | 4:03 | |
| Cowboy Logic | Michael Martin Murphey | 3:35 | |
| Fried Chicken & Evil Women | Vincent Neil Emerson | 3:28 | |
| Wyoming Wind | Brenn Hill | 3:41 | |
| Yes to Booty | Elizabeth Cook | 2:04 | |
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| I Like Trains | Fred Eaglesmith | 3:30 | |
| Back in My Day Blues | Otis Gibbs | 3:14 | |
| Down South in New Orleans | Buddy Miller, Jim Lauderdale | 2:58 | |
| Shreveport | The Gourds | 4:10 | |
| Sweet Tequila Blues | Chip Taylor, Carrie Rodriguez | 3:15 | |
| Blue Is My Heart | Holly Williams | 2:42 | |
| Weakness (Intro) | Wade Montgomery | 1:02 | |
| Three Sheets to the Wind | Mark David Manders | 4:52 | |
| Copper Canteen | James McMurtry | 4:37 | |
| This Crazy Life | Eleven Hundred Springs | 3:14 | |
| All Blue | Luke Bell | 3:21 | |
| Saskatchewan in 1881 | Colter Wall | 2:51 | |
| It Was a Train | Otis Gibbs | 3:10 | |
| Irene | Ian Noe | 3:53 | |
| Wild Roses | Wade Montgomery | 2:13 | |
| Tecumseh Valley | Jason Isbell, Elizabeth Cook | 4:40 | |
| See You Around | Bruce Robison | 2:55 | |
| Fell Off the Wagon | Joseph Huber | 3:42 | |
| That's How I Got to Memphis | Whitey Morgan and the 78's | 3:30 | |
| The Ballad of Black Jack Ketchum | Tylor & the Train Robbers | 6:02 | |
| Man of Constant Sorrow | Dan Tyminski | 4:07 | |
| The Mountain | Levon Helm | 3:35 | |
| Old Blue | Tom Russell | 5:29 | |
| Out Here In The Middle | James McMurtry | 4:21 | |
| East of Woodstock, West of Viet Nam | Tom Russell | 4:24 | |
| Bright Sunny South | Alison Krauss & Union Station | 3:00 | |
| Just A Heart | James Hand | 3:27 | |
| Hillbilly Goddess | Alecia Nugent, J.D. Crowe | 3:13 | |