| Put The Fire Out | Courtney Marie Andrews | 3:39 | |
| Angeline | James McMurtry | 4:04 | |
| Plow To The End Of The Row | Adrienne Young, Little Sadie | 3:16 | |
| If I Could Only Fly | Blaze Foley | 4:04 | |
| Beg Steal or Borrow (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:32 | |
| It's Too Easy | Dave Rawlings Machine | 3:08 | |
| Creeps Like Me | Lyle Lovett | 2:14 | |
| Undone In Sorrow | Crooked Still | 3:05 | |
| Still Not Home | Tift Merritt | 3:48 | |
| Four Strong Winds | Conor Oberst, Gillian Welch, Dave Rawlings Machine | 4:24 | |
| Wondering How | Pieta Brown | 3:06 | |
| Sweet Thing - 2006 Remaster | The Waterboys | 7:12 | |
| The Way It WIll Be | Gillian Welch | 4:47 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| History of Lovers | Calexico, Iron & Wine | 3:09 | |
| House Carpenter | Natalie Merchant | 6:00 | |
| Honeymoon | I Draw Slow | 3:31 | |
| Hey Stranger | Watchhouse | 3:27 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Lay My Burden Down | Aoife O'Donovan | 3:36 | |
| Chinky Pin Hill | I'm With Her | 3:25 | |
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| Peace In The Valley | Gillian Welch | 2:49 | |
| How To Forget | Jason Isbell | 4:04 | |
| Time Forgot (To Change My Heart) | Daniel Romano | 4:00 | |
| Eliza Jane | Eliza Gilkyson | 4:02 | |
| Dark Eyes | Dawn Landes, Bonnie "Prince" Billy | 4:42 | |
| L.A. County | Lyle Lovett | 3:19 | |
| Morning Trian | David Francey | 2:28 | |
| Good Til Now | Gillian Welch | 3:57 | |
| Conversation with Death | Brooke Buckner, George Buckner, David Rawlings, Gillian Welch | 6:16 | |
| Roll Um Easy | Little Feat | 2:31 | |
| Our Town | Iris DeMent | 5:00 | |
| Old Man | The Wailin' Jennys | 3:11 | |
| Mercy | Po' Girl | 4:56 | |
| Nothing But The Whole Wide World | Jakob Dylan | 3:48 | |
| Method Acting / Cortez The Killer | Dave Rawlings Machine | 10:20 | |
| She - 2002 Remaster | Gram Parsons | 5:01 | |
| Midnight Special | Willie Watson | 4:38 | |
| A Hold On Me | Diana Jones | 4:20 | |
| It Won't Be Long Now | Linda Thompson | 2:37 | |
| The Weekend | Dave Rawlings Machine | 5:29 | |
| The Way It Goes | Gillian Welch | 4:01 | |
| Tell Me A Story | Po' Girl | 3:13 | |
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | |
| Car Wheels On A Gravel Road | Lucinda Williams | 4:44 | |
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | |
| Through the Morning, Through the Night | Robert Plant, Alison Krauss | 4:00 | |
| Tonight Will Be Fine | Teddy Thompson | 3:36 | |
| Can't Let Go | Lucinda Williams | 3:28 | |