| 100,000 Words | My Darling Clementine | 3:59 | |
| Homeward Bound | Waylon Jennings, Willie Nelson | 3:26 | |
| Road Beyond the View | Michael Martin Murphey, RYAN MURPHEY | 3:29 | |
| Come See About Me | Tom Rush | 2:50 | |
| Wild Roses | Kimmie Rhodes | 3:06 | |
| Lookin' Back on Luckenbach | Whitney Rose | 4:17 | |
| She Ain't Me | Summer Dean | 4:09 | |
| One Paper Kid - 2003 Remaster | Emmylou Harris, Willie Nelson | 2:57 | |
| Life is Fine | Tom Rush | 3:39 | |
| What They Say | Chris Smither | 2:46 | |
| Tower Of Song | Willie Nelson | 4:59 | |
| Can't Remember Happiness | Whitney Rose | 4:09 | |
| Way Down in My Soul | Zephaniah OHora | 3:11 | |
| I'm Looking for Blue Eyes | Shelby Lynne, Allison Moorer | 2:57 | |
| Carole With An E | Brennen Leigh | 3:35 | |
| If I Needed You | Carrie Rodriguez | 4:16 | |
| Crazy Wayne | Caleb Caudle, Jerry Douglas, Sam Bush | 2:39 | |
| Oh Darlin' don’t You Know | John McDermott | 2:59 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| Lauren | Charlie Marie | 3:50 | |
| Long Black Veil | Caroline Herring | 3:14 | |
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| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| Praire Moon | Tish Hinojosa | 2:58 | |
| Wilderness Within You (feat. Gillian Welch) | Parker Millsap, Gillian Welch | 4:00 | |
| What It Takes | Fred Eaglesmith | 3:57 | |
| Saginaw Michigan | Brennen Leigh | 3:07 | |
| Angels and Acrobats | Rod Picott | 2:55 | |
| Trace | Caroline Herring | 3:15 | |
| Catch the Wind | Kimmie Rhodes | 3:14 | |
| Busted | Willie Nelson | 3:28 | |
| The Rock and the Hill | Allison Moorer | 3:39 | |
| Who'll Buy My Memories | Randy Carson, Willie Nelson | 2:55 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Terlingua Chili Queen | Slaid Cleaves | 3:39 | |
| Just Like That | Bonnie Raitt | 5:05 | |
| Blue Is My Heart | Holly Williams | 2:42 | |
| In Chicago | Amy Speace | 3:42 | |
| Less Of Me | Albert Lee | 3:12 | |
| Memphis In My Mind | Whitney Rose | 2:53 | |
| Stacked on Me | Tony Landry | 2:21 | |
| Night Life | B.B. King, Willie Nelson | 4:32 | |
| Is Heaven Good Enough For You | Allison Moorer | 4:43 | |
| Who Carried You | Malcolm Holcombe | 3:31 | |
| Holding Up the Sky | Buddy & Julie Miller | 3:09 | |
| The List | Tanya Tucker | 4:02 | |
| A Showman's Life | Gary Allan, Willie Nelson | 4:32 | |
| The Hardest Part | Allison Moorer | 3:13 | |
| Prairie In The Sky | Mary McCaslin | 3:46 | |
| Every River | Kim Richey | 3:59 | |