| Winter Winds Blow | Mickey Newbury | 5:05 | |
| Restless Farewell | Mark Knopfler | 5:51 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| Isn't Love Great | Sam Baker | 4:38 | |
| Coast | Eliza Gilkyson | 3:25 | |
| Window Grin | Kelly Joe Phelps | 3:53 | |
| Mission | Joe Henry | 3:42 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Down On Our Own Shield | Jakob Dylan | 3:40 | |
| Rain Roll In | Eilen Jewell | 2:47 | |
| Birmingham Sunday | Rhiannon Giddens | 6:13 | |
| Sky Blue Sky | Jeff Tweedy | 3:13 | |
| The L&N Don't Stop Here Anymore | Billy Bragg, Joe Henry | 4:29 | |
| My List | Shelby Lynne, Allison Moorer | 2:52 | |
| Mandolin Wind | Amy Helm | 5:52 | |
| Jenny Reprise | Chip Taylor, Carrie Rodriguez | 3:33 | |
| Simple Twist of Fate | Jeff Tweedy | 3:43 | |
| Changing of the Gaurd | Jeff Lang, Chris Whitley | 6:42 | |
| Street Tracker | Pieta Brown, Mark Knopfler | 3:40 | |
| Lost Love | Jeff Tweedy | 2:28 | |
| Lonesome Whistle | Billy Bragg, Joe Henry | 2:53 | |
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| Land of the Bottom Line | John Gorka | 3:33 | |
| Where Has My Easy Gone | Ray Bonneville | 3:47 | |
| Unforgiven | Tim Hardin | 3:22 | |
| Failed Christian | Nick Lowe | 3:56 | |
| KC Moan | Billy Bragg, Joe Henry | 2:40 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| Freedom Highway (feat. Bhi Bhiman) | Rhiannon Giddens, Bhi Bhiman | 4:49 | |
| Mostly Water | Bap Kennedy | 3:23 | |
| Pale Moon | Shannon McNally, Neal Casal | 4:39 | |
| Hard Bargain | Ron Sexsmith | 3:12 | |
| Do You Know? | Pieta Brown, Amos Lee | 3:01 | |
| Into My Arms | Shelby Lynne, Allison Moorer | 4:47 | |
| Sparrow | Joe Henry | 7:23 | |
| Private Thoughts | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Waiting for a Train | Billy Bragg, Joe Henry | 2:46 | |
| Dusty Boxcar Wall | Eilen Jewell | 2:43 | |
| The Ballad Of Carol Lynn | Whiskeytown | 3:04 | |
| Scar | Joe Henry | 5:28 | |
| Through the Morning, Through the Night | Robert Plant, Alison Krauss | 4:00 | |
| Nico Lost One Small Buddha | Joe Henry | 3:23 | |
| Down Low | Teddy Thompson | 5:52 | |
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | |
| One Day When The Weather Is Warm | Joe Henry | 5:04 | |
| The Banks of the Leopold Canal | The Deep Dark Woods | 6:08 | |
| Always On My Mind - B-Side | Ryan Adams & The Cardinals | 4:41 | |
| If We Make It Through December | Billy Bragg, Joe Henry, Joe Henry | 3:13 | |
| Killing the Blues | Robert Plant, Alison Krauss | 4:15 | |
| Speaking With The Angel | Ron Sexsmith | 3:37 | |