| Somebody I Know | Zoe Muth | 5:09 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Learning to Lose (feat. Willie Nelson) | Margo Price, Willie Nelson | 6:19 | |
| To Myself | Tift Merritt | 3:34 | |
| Cactus Tree | Caroline Herring | 4:31 | |
| Hotter Than Mojave in My Heart | Iris DeMent | 2:33 | |
| The Raven's Sun | Catherine MacLellan | 3:18 | |
| I Shall Weep at Night | Brad Mehldau, Simone Dinnerstein, Tift Merritt | 4:49 | |
| She's a River | Gurf Morlix | 4:28 | |
| If I Needed You | Carrie Rodriguez | 4:16 | |
| Irene | Courtney Marie Andrews | 3:46 | |
| Disappearing Man | Dave Carter, Tracy Grammer | 3:49 | |
| Who's Gonna Build That Wall | Chip Taylor, Carrie Rodriguez | 4:18 | |
| Crossing Muddy Waters | John Hiatt | 4:05 | |
| Motel | Caitlin Canty | 3:04 | |
| Bees In The Shed | Amanda Shires | 4:06 | |
| Long Black Veil | Caroline Herring | 3:14 | |
| Nothing But The Whole Wide World | Jakob Dylan | 3:48 | |
| April Come She Will | Tracy Grammer | 2:06 | |
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| River Alone | Caitlin Canty | 4:54 | |
| I Can See Clearly Now | Johnny Nash, Simone Dinnerstein, Tift Merritt | 3:23 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| Someday Soon | Lucy Kaplansky | 4:01 | |
| Closer To The Light | Bruce Cockburn | 4:10 | |
| It Takes a Lot to Laugh, It Takes a Train to Cry | Chris Smither | 4:26 | |
| Wore Your Ring | Caitlin Canty | 3:54 | |
| Blue and Wonder | Richard Buckner | 3:47 | |
| Dusty Old Man | Tift Merritt | 3:47 | |
| A Father's Song | Darrell Scott | 3:51 | |
| New York City's Killing Me (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:13 | |
| The Law and the Lonesome | Jonathan Byrd | 4:36 | |
| Slow Surprise | Chris Smither | 3:42 | |
| Through the Morning, Through the Night | Robert Plant, Alison Krauss | 4:00 | |
| Every River | Kim Richey | 3:59 | |
| Down By The River | Cry Cry Cry | 3:11 | |
| Broken | Tift Merritt | 3:44 | |
| The Things That Everybody Does | Tift Merritt | 3:05 | |
| Down Low | Teddy Thompson | 5:52 | |
| Ariel Ramirez | Richard Buckner | 2:17 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| Memphis | Cry Cry Cry | 4:55 | |
| Went To See The Gypsy | Martha Scanlan | 3:32 | |
| Geronimo | Shannon McNally | 3:50 | |
| Mixtape | Tift Merritt | 3:18 | |
| I'm Still Loving You | Blackie & The Rodeo Kings | 4:27 | |
| Let There Be Lonely | The Secret Sisters | 3:09 | |
| Jacksonville Skyline | Whiskeytown | 3:00 | |