| Ballad of the Poor Child | Ana Egge, Iris DeMent | 3:00 | |
| That's All It Took - 2002 Remaster | Gram Parsons | 3:01 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Two Seconds | Laura Cantrell | 3:58 | |
| Workin' On A World | Iris DeMent | 3:49 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| It's Not Happening | The Be Good Tanyas | 2:41 | |
| Blue Moon Revisited (Song For Elvis) | Cowboy Junkies | 4:28 | |
| The Beast in Me | Nick Lowe | 2:28 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| Catch the Wind | Donovan | 2:53 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Sylvie | Sweet Honey In The Rock | 2:03 | |
| Love over and Over | Kate & Anna McGarrigle | 4:09 | |
| I'll Take My Sorrow Straight | Iris DeMent | 3:27 | |
| Frightened By The Sound | Justin Townes Earle | 3:45 | |
| L.A. County | Lyle Lovett | 3:19 | |
| No Regrets - 2008 Remaster | Tom Rush | 3:51 | |
| Killing the Blues | Chris Smither | 5:49 | |
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| Please Help Me, I'm Falling | Kieran Kane, Rayna Gellert | 3:34 | |
| You're Still On My Mind | Carrie Rodriguez | 2:56 | |
| Early Morning Rain | Gordon Lightfoot | 3:18 | |
| Send The Sun | Nikki Lane | 2:57 | |
| Clay Pigeons | Blaze Foley | 3:00 | |
| I Can't Help but Wonder Where I'm Bound | Tom Paxton | 3:41 | |
| Table For One | Courtney Marie Andrews | 3:59 | |
| Urge for Going - 2008 Remaster | Tom Rush | 5:51 | |
| Your Sweet and Shiny Eyes - 2008 Remaster | Bonnie Raitt | 2:47 | |
| Powderfinger | Cowboy Junkies | 5:45 | |
| Infamous Angel | Iris DeMent | 3:46 | |
| October Mornin' | Malcolm Holcombe, Iris DeMent | 3:48 | |
| Our Town | Iris DeMent | 5:00 | |
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | |
| I Make The Dough, You Get The Glory | Kathleen Edwards | 4:37 | |
| Darcy Farrow | Ian & Sylvia | 3:29 | |
| Tell Me True | Sarah Jarosz | 4:08 | |
| Shades Of Gray | Cry Cry Cry | 5:05 | |
| Gentle On My Mind - Remastered 2001 | Glen Campbell | 2:58 | |
| Hang Me, Oh Hang Me | Dave Van Ronk | 3:10 | |
| Stars Fell On Alabama | Tara Nevins | 2:56 | |
| I Am Weary (Let Me Rest) | The Cox Family | 3:14 | |
| I Dream Of Highways | Hoyt Axton | 2:35 | |
| For Lovin' Me | Gordon Lightfoot | 2:27 | |
| Where Have All The Average People Gone - Single Version | Roger Miller | 3:01 | |
| Ingrid Bergman | Billy Bragg, Wilco | 1:50 | |
| Lay Down Your Weary Tune | Tim O'Brien | 3:28 | |
| The Lowlands | Nitty Gritty Dirt Band, Jamie Hanna, Jonathan McEuen | 3:50 | |