| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Fuck, I Hate the Cold | Cowboy Junkies | 3:17 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| Already Gone | Slaid Cleaves | 3:02 | |
| The Last Pharaoh | Dave Rawlings Machine | 3:37 | |
| Blue and Wonder | Richard Buckner | 3:47 | |
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| Wave | Alejandro Escovedo | 5:26 | |
| Master of Disaster | John Hiatt | 5:26 | |
| California Zephyr | Jay Farrar, Benjamin Gibbard | 2:23 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Sidelong | Sarah Shook & the Disarmers | 4:10 | |
| Tell Me | Bun E. Carlos, Alejandro Escovedo | 4:26 | |
| Ballad of the Sun and the Moon | Alejandro Escovedo | 4:32 | |
| From Death to Texas | The Jeffrey Lee Pierce Sessions Project, Alejandro Escovedo | 4:00 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| Live Free - 2015 Remaster | Son Volt | 3:14 | |
| Blue Canoe | Blue Mountain | 4:39 | |
| Still Not Home | Tift Merritt | 3:48 | |
| Childish Things | James McMurtry | 4:35 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
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| I Was Drunk | Bobby Bare, Alejandro Escovedo | 4:25 | |
| South of the River | Ray Wylie Hubbard | 4:06 | |
| He's a Dick | Golden Smog | 2:48 | |
| Rain Roll In | Eilen Jewell | 2:47 | |
| Let's Ride | Blue Mountain | 3:44 | |
| Moonshine | Luther Dickinson | 4:40 | |
| Sake of the Song | Hayes Carll | 4:44 | |
| Two Angels | The Jayhawks | 4:09 | |
| Jesus Was a Social Drinker | Chuck Prophet | 4:54 | |
| No More Buffalo | James McMurtry | 6:54 | |
| Bloody 98 | Blue Mountain | 2:47 | |
| Devil May Care | Son Volt | 2:58 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| 4&20 Blues | Jeffrey Foucault | 2:58 | |
| Pale Blue Eyes | Alejandro Escovedo | 6:15 | |
| Driving the View | Son Volt | 2:59 | |
| Beauty Way | Eliza Gilkyson | 3:02 | |
| Give Back The Key To My Heart | Sir Doug & The Texas Tornados | 2:47 | |
| Walk Between The Raindrops | James McMurtry | 3:24 | |
| Magnolia Mountain | Ryan Adams & The Cardinals | 5:51 | |
| Tell Moses | Colvin & Earle | 3:41 | |
| Tennessee Jed | Levon Helm | 5:58 | |
| Tailspin | The Jayhawks | 3:18 | |
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | |
| Feelin' Good | Levon Helm | 3:31 | |
| Who Carried You | Malcolm Holcombe | 3:31 | |
| Come What May | Colvin & Earle | 3:11 | |
| The Hardest Part | Ryan Adams & The Cardinals | 2:51 | |