| God Willin' & the Creek Don't Rise (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 3:09 | |
| See You In The Spring | Court Yard Hounds, Jakob Dylan | 4:51 | |
| Borderless Love | The Flatlanders | 3:16 | |
| It Hurts Me | Buddy Miller, Jim Lauderdale | 3:08 | |
| The Weakest Man | Drive-By Truckers | 3:19 | |
| Birmingham Jail | Chatham County Line | 4:17 | |
| Little Maggie | Sean Hayes | 3:36 | |
| In My Room (Jakob Dylan & Fiona Apple) | Echo In The Canyon | 2:19 | |
| No Way I'll Never Need You | The Flatlanders | 3:17 | |
| Call It What You Will | Joe Pug | 2:56 | |
| Lost Highway | The Handsome Family | 2:59 | |
| Goodbye, Good-Lookin' | Robbie Fulks | 3:01 | |
| Yonder Come The Blues | Jakob Dylan | 4:01 | |
| Mutineer | Jason Isbell, Amanda Shires | 3:01 | |
| California Cotton Fields - 1973 Live Version | Gram Parsons | 3:13 | |
| I Lost the Job of Loving You | Buddy Miller, Jim Lauderdale | 3:10 | |
| Number Sixteen | The Flatlanders | 2:40 | |
| This End Of The Telescope | Jakob Dylan | 3:59 | |
| New York City's Killing Me (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:13 | |
| City Flower | Jeffrey Foucault | 3:38 | |
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
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| Evening Gown | Alejandro Escovedo | 3:28 | |
| Just Between You and Me | Daniel Romano | 3:39 | |
| Harper Valley Pta | Bruce Robison, Kelly Willis | 3:45 | |
| Looking at the World Through a Windshield | Son Volt | 3:08 | |
| Washboard Lisa | Grayson Capps | 3:36 | |
| Before the Night Is Gone | Zoe Muth and the Lost High Rollers | 5:47 | |
| The Last Thing to Go | Kris Kristofferson | 2:59 | |
| Ain't No End | The Jayhawks | 3:48 | |
| Jesus Was a Wino | Lydia Loveless | 3:35 | |
| Plow To The End Of The Row | Adrienne Young, Little Sadie | 3:16 | |
| I Was the One | The Modern Don Juans, David Childers | 2:35 | |
| Washing Machine | Amy LaVere | 2:56 | |
| Pulaski | Drive-By Truckers | 4:24 | |
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| The Late John Garfield Blues | Sara Watkins | 4:06 | |
| Southern Eyes | Joe Ely | 4:15 | |
| Shelter from the Storm | Jimmy LaFave | 6:21 | |
| Lola | Chris Smither | 3:27 | |
| The Hardest Part | Ryan Adams & The Cardinals | 2:51 | |
| See That Train | Shawn Mullins | 3:37 | |
| I Worship You | The Little Willies | 2:50 | |
| That’s Who I Am | Neko Case | 3:33 | |
| Monster Truck | Ramsay Midwood | 3:30 | |
| My Heart Skips A Beat | The Secret Sisters | 2:23 | |
| You Were On My Mind | Colvin & Earle | 2:56 | |
| Never Meant To Love You | Cory Chisel and the Wandering Sons | 3:46 | |
| Down Low | Teddy Thompson | 5:52 | |
| 105 | Fred Eaglesmith | 2:48 | |