| Workin’s Too Hard | Rayna Gellert | 3:36 | |
| Ship Out On The Sea | The Be Good Tanyas | 4:17 | |
| Spookin' The Horses | Fred Eaglesmith | 4:37 | |
| The One I Love is Gone | Hazel Dickens, Alice Gerrard | 3:11 | |
| The Deeper In | Drive-By Truckers | 3:15 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| I Was Drunk | Alejandro Escovedo | 4:53 | |
| Harvest Moon Blues | Zoe Muth and the Lost High Rollers | 4:46 | |
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | |
| I'm On Fire | Town Mountain | 3:33 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Where I Come From | Patty Griffin | 4:44 | |
| Ruination Day Part 2 | Gillian Welch | 2:36 | |
| Vinyl Records | Todd Snider | 2:29 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| Dogsong aka Sleep Dog Lullaby | The Be Good Tanyas | 4:48 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Queen of Them All | The Cactus Blossoms | 3:40 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Wrecking Ball | Gillian Welch | 4:56 | |
| Jimmy Carter | Blue Mountain | 2:24 | |
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| Ruby | Dave Rawlings Machine | 4:54 | |
| It's Not Happening | The Be Good Tanyas | 2:41 | |
| Everybody's Missing the Sun | The Gourds | 2:59 | |
| Mother Earth | Willie Watson | 3:36 | |
| The Weekend | Dave Rawlings Machine | 5:29 | |
| The Devil Had a Hold of Me | Gillian Welch | 4:32 | |
| One Part, Two Part | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:43 | |
| First Air of Autumn | Drive-By Truckers | 3:30 | |
| Watch Me Fall | Uncle Tupelo | 2:12 | |
| Come On Over My House | David Rawlings | 3:42 | |
| Working on a Song | Todd Snider | 3:08 | |
| The Ballad of Ira Hayes | Kris Kristofferson, Gillian Welch, David Rawlings | 3:44 | |
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | |
| Hush, Sorrow | Buddy & Julie Miller, Buddy Miller, Julie Miller | 4:02 | |
| Still Feeling Blue - 2002 Remaster | Gram Parsons | 2:43 | |
| Pretty Girl | Diana Jones | 3:10 | |
| Side Saddle (feat. Gillian Welch) | Molly Tuttle, Molly Tuttle & Golden Highway, Gillian Welch | 2:44 | |
| Jackson | Gillian Welch, David Rawlings | 3:32 | |
| Spittin’ On Fire | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:05 | |
| Come On Up To The House | Sarah Jarosz | 4:27 | |
| Didn't Leave Nobody But The Baby | Emmylou Harris, Alison Krauss, Gillian Welch | 1:57 | |
| Heart That You Own | Jim Matt, Rhonda Vincent, Gillian Welch, Sara Evans, Bonnie Bramlett, The Blazers, Pete Drodge | 4:07 | |
| A Feather's Not A Bird | Rosanne Cash | 3:18 | |
| Down Home Summertime Blues | Norman Blake | 3:42 | |
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | |
| I'm Alright | Loudon Wainwright III | 2:23 | |
| Who's Gonna Build Your Wall? | Tom Russell | 3:46 | |
| Dancing With The Women At The Bar | Whiskeytown | 4:38 | |