| It Was A Very Good Year | Ray Charles, Willie Nelson | 4:59 | |
| Wichita Ain't so Far Away | The Delines | 2:31 | |
| Salford Sunday | Richard Thompson | 4:08 | |
| It's My Lazy Day | Merle Haggard, Willie Nelson | 2:49 | |
| Before the Deluge - Remastered | Jackson Browne | 6:21 | |
| I'll Be All Right | Jorma Kaukonen | 3:08 | |
| Hasten Down the Wind | Warren Zevon | 2:32 | |
| Radio King | Golden Smog | 3:09 | |
| Pancho and Lefty | Merle Haggard, Willie Nelson | 4:47 | |
| Not A Dry Eye In The House | Jeannie Seely, Willie Nelson | 3:47 | |
| In Your Own Time | Calexico, Iron & Wine | 3:09 | |
| Living with the Law | Chris Whitley | 3:41 | |
| Behind the Ritual | Van Morrison | 6:56 | |
| That's What Makes The World Go Around | Charley Crockett, Willie Nelson | 3:17 | |
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | |
| History of Lovers | Calexico, Iron & Wine | 3:09 | |
| Heaven Help The Child | Bill Callahan | 5:07 | |
| How To Forget | Jason Isbell | 4:04 | |
| Say Grace | Sam Baker | 4:19 | |
| Purple Heather | Van Morrison | 5:43 | |
| Old Shoes | Tom Waits | 4:25 | |
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| Graveyard Fields | The Dead Tongues | 3:45 | |
| Once They Banned Imagine | Drive-By Truckers | 4:11 | |
| Early Morning Rain | Gordon Lightfoot | 3:18 | |
| Children Of Children | Jason Isbell | 5:49 | |
| Pick Up the Tempo | Waylon Jennings, Willie Nelson | 2:34 | |
| I Drink | Mary Gauthier | 3:47 | |
| Get Off the Stage | Chuck Prophet | 3:50 | |
| Goodnight Rhonda Lee | Nicole Atkins | 2:33 | |
| After the Storm | The Flatlanders | 3:52 | |
| Something Fine - Remastered | Jackson Browne | 3:48 | |
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| Angel from Montgomery - 2008 Remaster | Bonnie Raitt | 3:59 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| Genesis | Jorma Kaukonen | 4:18 | |
| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | |
| First Air of Autumn | Drive-By Truckers | 3:30 | |
| Tattler | Ry Cooder | 4:19 | |
| Over You Again | Willie Nelson | 5:35 | |
| You Ain't Going Nowhere | Nitty Gritty Dirt Band | 3:52 | |
| At The Crossroads - Alternate Mix | Sir Douglas Quintet | 4:37 | |
| I Never Cared For You | Willie Nelson | 2:18 | |
| Hockey Skates | Kathleen Edwards | 4:28 | |
| To Be Without You | Ryan Adams | 3:21 | |
| Stranger In A Strange Land | Leon Russell | 4:02 | |
| We Don't Run | Willie Nelson | 3:01 | |
| Let It Ride | Ryan Adams & The Cardinals | 3:23 | |
| Wild Horses | The Flying Burrito Brothers | 6:20 | |
| Why Must I Plead | Richard Thompson | 4:58 | |