| I Can't Help It (if I'm Still in Love With You) | Chip Taylor, Carrie Rodriguez | 3:25 | |
| Do You Ever Think of Me | Laura Cantrell | 2:44 | |
| Emerald Street | Eliza Gilkyson | 3:45 | |
| Morningside | John Gorka | 3:46 | |
| Midnight on the Water | Caroline Herring | 4:04 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| This Morning I Am Born Again | Lucy Kaplansky | 3:06 | |
| Coast | Eliza Gilkyson | 3:25 | |
| Good as Gold | Bap Kennedy | 2:48 | |
| Waiting On You | Greg Brown | 4:31 | |
| To Ramona | Sinéad Lohan | 3:43 | |
| Only Fooling | Teddy Thompson, Kelly Jones | 2:45 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| The Right Stuff | Bap Kennedy | 3:46 | |
| A Hold On Me | Diana Jones | 4:20 | |
| Winsome Smile | Chris Smither | 3:34 | |
| Freak Flag | Greg Brown | 4:19 | |
| Water In The Ground | Catherine MacLellan | 2:51 | |
| Juanita - 2007 Remastered Version | Sheryl Crow & Emmylou Harris | 2:40 | |
| Time to Give | Sera Cahoone | 2:34 | |
| White Girl | The Milk Carton Kids | 3:44 | |
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| I Don't Know That Guy | Greg Brown | 4:49 | |
| The Sea & the Shore (feat. John Fullbright) | Amy Speace, John Fullbright | 4:14 | |
| Heart of a Man (feat. Ad Vanderveen & Eliza Gilkyson) | Iain Matthews, Ad Vanderveen, Eliza Gilkyson | 4:24 | |
| Biding My Time | Catherine MacLellan | 3:42 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| Merrimac County | Tom Rush | 2:51 | |
| Love, The Magician | Dave Carter, Tracy Grammer | 4:18 | |
| Homeward Bound | Red Molly | 3:25 | |
| Don't Know What I Was Thinking | Teddy Thompson | 3:40 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| The Christian Thing | Jono Manson, Eliza Gilkyson, Terry Allen | 3:54 | |
| '72 Texas | Robyn Ludwick, Eliza Gilkyson | 5:06 | |
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | |
| Hymn for the Crossing | Amy Speace | 3:36 | |
| Cricket (At Night I Can Fly) | Amy LaVere, Will Sexton | 2:51 | |
| Scavenger | Lucy Kaplansky | 4:02 | |
| Willin' | Richard Shindell | 3:15 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| Low Rider | Shannon McNally | 2:53 | |
| Hometown | Sarah Jarosz | 3:00 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| Something In The Rain | Tish Hinojosa | 5:03 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| Persuasion | Richard Thompson, Teddy Thompson | 4:38 | |
| I Don't Believe You've Met My Baby | Jerry Douglas | 3:13 | |
| The Worst Part Of A Broken Heart | Shannon McNally | 3:27 | |
| The Bramble And The Rose | Mary McCaslin, Jim Ringer | 3:18 | |
| Good Hearted Man | Tift Merritt | 3:39 | |