| Small Talk Relations | Tift Merritt | 3:23 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| That's How I Feel | Dori Freeman | 2:43 | |
| Learning How to Love Him | Amanda Anne Platt & the Honeycutters | 4:16 | |
| Up Against the Wall | The Be Good Tanyas | 3:19 | |
| Heartache Is an Uphill Climb | Tift Merritt | 3:14 | |
| Tecumseh Valley | Nanci Griffith | 4:29 | |
| Counting the Hours | Two Dollar Pistols, Tift Merritt | 3:42 | |
| Hey Stranger | Watchhouse | 3:27 | |
| Rocky Heart (feat. Tift Merritt) | The Tender Things, Tift Merritt | 3:35 | |
| Rain Roll In | Eilen Jewell | 2:47 | |
| Way over Yonder in the Minor Key | Dave Carter & Tracy Grammer | 4:14 | |
| Oyster and Pearl | Amy Ray, Phil Cook, Brad Cook, Justin Vernon | 4:00 | |
| Caledonia, My Love | Hiss Golden Messenger | 3:00 | |
| Midnight Train | David Rawlings | 3:18 | |
| Hands on a Grain of Sand | Amelia Curran | 3:48 | |
| I Can See Clearly Now | Johnny Nash, Simone Dinnerstein, Tift Merritt | 3:23 | |
| Best Medicine | The Stray Birds | 4:00 | |
| Detroit or Buffalo | Barbara Keith | 4:31 | |
| Man Over | Robinella and the CCstringband | 3:57 | |
| Lay My Burden Down | Aoife O'Donovan | 3:36 | |
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| I'm Looking for Blue Eyes | Shelby Lynne, Allison Moorer | 2:57 | |
| Santa Fe | Eilen Jewell | 4:32 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| Cairo, IL | Natalie Hemby | 2:59 | |
| Leave The Light On | Chris Smither | 3:47 | |
| In Chicago | Amy Speace | 3:42 | |
| Down By the Riverside | Eliza Gilkyson | 5:24 | |
| My Love (The Storm) | Amanda Shires | 3:37 | |
| I Hear Them All | Dave Rawlings Machine | 2:27 | |
| Sweet Spot | Tift Merritt | 2:50 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Detour Sign | Aoife O'Donovan | 3:32 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| Half-Broke Horse | Eilen Jewell | 3:26 | |
| Water In The Ground | Catherine MacLellan | 2:51 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| In the Light | Pieta Brown, Calexico | 3:20 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Oh My Sweet Carolina | Ryan Adams | 4:56 | |
| Song Of The Wandering Aengus | Caroline Herring | 3:32 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| The Garden | Ruth Moody | 4:40 | |
| Somebody I Know | Zoe Muth | 5:09 | |
| I Had Something | Lucy Kaplansky | 4:16 | |
| Went To See The Gypsy | Martha Scanlan | 3:32 | |
| The Worst Part Of A Broken Heart | Shannon McNally | 3:27 | |
| Stray Paper | Tift Merritt | 3:55 | |
| Kathy | Po' Girl | 4:17 | |