| Do It | Jesse Winchester | 1:27 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| Irene | Courtney Marie Andrews | 3:46 | |
| She Thinks I Still Care | Harry Dean Stanton | 3:12 | |
| Revelator | Gillian Welch | 6:21 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| Middle Child | Daniel Romano | 3:48 | |
| History of Lovers | Calexico, Iron & Wine | 3:09 | |
| I Am Trying to Break Your Heart | Jeff Tweedy | 3:40 | |
| Ruination Day Part 2 | Gillian Welch | 2:36 | |
| I Know No Pardon | Vetiver | 6:53 | |
| Dogsong aka Sleep Dog Lullaby | The Be Good Tanyas | 4:48 | |
| Boundary County | Eilen Jewell | 3:45 | |
| Ten Second News - 2015 Remaster | Son Volt | 3:55 | |
| You Should Have Wrote a Book | Dan Reeder | 2:51 | |
| Wrecking Ball - Live | Old Crow Medicine Show, Gillian Welch, David Rawlings | 5:32 | |
| Sylvie | Sweet Honey In The Rock | 2:03 | |
| Let Me Lose | Jake Xerxes Fussell | 5:05 | |
| My Old Drunk Friend | Freakwater | 3:33 | |
| Hog of the Foresaken | Michael Hurley | 4:35 | |
| Clay Pigeons | Blaze Foley | 3:00 | |
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| The Way the Whole Thing Ends | Gillian Welch | 6:11 | |
| Early Morning Melody | Kate Wolf | 2:44 | |
| Northstar Blues | Magnolia Electric Co. | 5:08 | |
| Poor Girl's Blues | Jolie Holland | 5:26 | |
| Only One and Only | Gillian Welch | 5:33 | |
| Take a Giant Step - 1969 Version | Taj Mahal | 4:15 | |
| A Robin or A Wren | Jeff Tweedy | 2:48 | |
| If I've Only One Time Askin' | Daniel Romano | 2:54 | |
| Stone Cold Daddy-O | Jonny Fritz | 2:02 | |
| Your Sweet and Shiny Eyes - 2008 Remaster | Bonnie Raitt | 2:47 | |
| Good Til Now | Gillian Welch | 3:57 | |
| Bells Of Harlem | Dave Rawlings Machine | 4:07 | |
| Pussy Heaven | Dan Reeder | 2:45 | |
| Workin’s Too Hard | Rayna Gellert | 3:36 | |
| Drag Queens In Limousines | Mary Gauthier | 5:39 | |
| Angel from Montgomery - 2008 Remaster | Bonnie Raitt | 3:59 | |
| Wichita Ain't so Far Away | The Delines | 2:31 | |
| Accidentally Like a Martyr | Warren Zevon | 3:06 | |
| My Baby and Me | J.J. Cale | 2:21 | |
| I Had a Real Good Mother and Father | Gillian Welch | 3:12 | |
| So Good | Peter Rowan Bluegrass Band, Gillian Welch, Dave Rawlings | 2:46 | |
| Killing the Blues | Robert Plant, Alison Krauss | 4:15 | |
| Drop In A Bucket | Mary Gauthier | 4:10 | |
| Do Right Woman | The Flying Burrito Brothers | 3:57 | |
| Percy's Song | Fairport Convention | 6:52 | |
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | |
| Don't Make Me Explain It | Ted Hawkins | 2:37 | |
| The Mountain | Levon Helm | 3:35 | |