| America Is A Hard Religion | Robbie Fulks | 2:23 | |
| When I Was Drinking | Hem | 3:44 | |
| Everything Is Free | Gillian Welch | 4:47 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Dangerous Fun | Jesse Winchester | 2:05 | |
| Take 'Em Away | Old Crow Medicine Show | 3:34 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Hog of the Foresaken | Michael Hurley | 4:35 | |
| Unknown Legend | Neil Young | 4:32 | |
| Light Enough to Travel | The Be Good Tanyas | 4:58 | |
| Quality Time | Iris DeMent | 4:05 | |
| Clay Pigeons | Blaze Foley | 4:15 | |
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | |
| Misguided Angel | Cowboy Junkies | 4:52 | |
| Blue and Wonder | Richard Buckner | 3:47 | |
| How Quickly Your Heart Mends | Courtney Marie Andrews | 3:45 | |
| Carmelita | Warren Zevon | 3:34 | |
| In Memory (The Tender Years) - Home Recording 1966 | Sandy Denny | 2:33 | |
| Love Hurts - 2007 Remaster | Gram Parsons | 3:42 | |
| Will the Circle be Unbroken | Michelle Wright, Iris DeMent, Mairéad Ní Mhaonaigh | 4:37 | |
| Lover's Lane | Micah P. Hinson | 3:02 | |
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| When My Morning Comes Around | Iris DeMent | 3:51 | |
| Before the Night Is Gone | Zoe Muth and the Lost High Rollers | 5:47 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| The Last Thing on My Mind | Tom Paxton | 3:06 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Colours | Donovan | 2:44 | |
| Leaning On the Everlasting Arms | Iris DeMent | 2:53 | |
| Willin' | Little Feat | 2:54 | |
| It's Just You (with Iris Dement) | Keith Sykes, Iris DeMent | 3:21 | |
| Radio Song | The Felice Brothers | 3:51 | |
| Dark Eyes | Dawn Landes, Bonnie "Prince" Billy | 4:42 | |
| Time Forgot (To Change My Heart) | Daniel Romano | 4:00 | |
| What's So Funny 'Bout Peace, Love and Understanding? | Nick Lowe | 4:03 | |
| If I Had a Gun | Diana Jones | 3:41 | |
| The Cuckoo | Hem | 2:57 | |
| Private Conversation | Lyle Lovett | 4:32 | |
| It Won't Be Long Now | Linda Thompson | 2:37 | |
| Acres Of Corn | Tom Russell, Iris DeMent | 3:44 | |
| Blackwaterside | Sandy Denny | 4:10 | |
| Trouble | Yusuf / Cat Stevens | 2:52 | |
| Blue | The Jayhawks | 3:09 | |
| Lily, Rosemary and the Jack of Hearts | Tom Russell | 9:44 | |
| Love Has Come For You | Steve Martin, Edie Brickell | 3:08 | |
| No Hard Feelings | The Avett Brothers | 5:14 | |
| Things We Said Today | Mary McCaslin | 3:02 | |
| Birds And Ships | Billy Bragg, Wilco, Natalie Merchant | 2:15 | |
| You Were On My Mind | Ian & Sylvia | 2:47 | |
| Keep On The Sunny Side | The Whites | 3:34 | |
