| On the Ropes | The Honeycutters | 3:15 | |
| Midnight Communion | Delbert McClinton | 4:10 | |
| Red Dress | Lavender Country | 4:23 | |
| Runnin' | Leah Blevins | 3:57 | |
| It No Longer Matters What I Do | Kris Kristofferson | 2:33 | |
| Ain't Waitin' | Justin Townes Earle | 2:16 | |
| The Rock and the Hill | Allison Moorer | 3:39 | |
| Taos to Tennessee | Tish Hinojosa | 2:57 | |
| Sadder Day | Western Centuries | 4:30 | |
| Dirty Old Town | Kelsey Waldon | 2:41 | |
| The Man Who Comes Around | Motel Mirrors, Amy LaVere, John Paul Keith, Will Sexton | 3:23 | |
| Black Haired Boy | Shannon McNally | 3:13 | |
| Jesus Take the Wheel (and Drive Me to a Bar) | Sam Outlaw | 3:19 | |
| 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 | |
| House of the White Rose Boquet | Ray Wylie Hubbard | 3:23 | |
| When Bitter Met Sweet | The Honeycutters | 3:41 | |
| This Changes Everything | Jim Lauderdale | 3:32 | |
| Senorita Falling Down | Chip Taylor | 2:41 | |
| The Last Bus | Zoe Muth | 5:59 | |
| Willin' | Richard Shindell | 3:15 | |
| My Best Girl | Tom Rush | 2:53 | |
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| Big Moon Shinin' | Chip Taylor, Carrie Rodriguez | 6:15 | |
| Love Is Just A Wrecking Ball | Del Barber | 4:20 | |
| Pretty Girl | Diana Jones | 3:10 | |
| Big Love | Carrie Rodriguez | 4:05 | |
| On a Slow Train Through Arkansas | Chuck Mead | 4:23 | |
| Wilder Than Her | Fred Eaglesmith | 4:54 | |
| If I Could Make You My Own | Dori Freeman | 3:22 | |
| There's a Hole in the Midnight | Chip Taylor, Carrie Rodriguez | 4:17 | |
| Take This Hammer (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:59 | |
| This Highway | Zephaniah OHora | 3:59 | |
| Wear Me Out | Jesse Winchester | 2:37 | |
| Philosophers and Fools | Western Centuries | 3:12 | |
| His Eyes | Chip Taylor, Carrie Rodriguez | 4:37 | |
| Forgotten Coast | James McMurtry | 3:34 | |
| Washashore Cowgirl | Monica Rizzio | 3:05 | |
| All the Way to Amsterdam | Greg Trooper | 2:59 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Wishing All These Things Were New | Merle Haggard | 3:20 | |
| It's Hard to Sing This Song | Chip Taylor | 4:09 | |
| Honky Tonk Women | The Brothers Comatose, Rainbow Girls | 3:51 | |
| The Music Is Hot | John Hiatt, Jerry Douglas | 3:45 | |
| I Ain't Lookin' for No Trouble | Ray Benson | 4:02 | |
| No Later than Soon | Jim Lauderdale | 2:56 | |
| Black & Blue | Zephaniah OHora | 3:10 | |
| Own Private Honky Tonk | Western Centuries | 3:39 | |
| What They Say | Chris Smither | 2:46 | |
| Old Mexico | Marty Stuart And His Fabulous Superlatives | 2:45 | |
| Kentucky, 1988 | Kelsey Waldon | 4:04 | |