| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | |
| Trouble Looks Good on You | Amy Speace | 2:52 | |
| Terms of My Surrender | John Hiatt | 3:29 | |
| When My Work Is Done | Stephen Fearing | 2:48 | |
| I Thought That We Said Goodbye | Teddy Thompson, Kelly Jones | 2:39 | |
| Simple Gearle | Stacey Earle | 2:30 | |
| Where The Road Begins And Ends | Aaron Lee Tasjan | 4:40 | |
| East of Eden | Tom Rush | 3:29 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Only Fooling | Teddy Thompson, Kelly Jones | 2:45 | |
| Song For A Deck Hands Daughter | James McMurtry | 3:30 | |
| Do It | Jesse Winchester | 1:27 | |
| Dark Eyed Gal (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:58 | |
| Once Again, One Day...Will You Be Mine | Chip Taylor, Carrie Rodriguez | 5:35 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| The Damage | Rodney Crowell | 4:01 | |
| Hide Your Tears | John Hiatt | 3:15 | |
| Pitiful Blues | Malcolm Holcombe | 3:46 | |
| I Am the Big Easy | Ray Bonneville | 4:37 | |
| Lost Birds | Chip Taylor | 2:21 | |
| Do You Know? | Pieta Brown, Amos Lee | 3:01 | |
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| I'm Tied To Ya' | Rodney Crowell, Sheryl Crow | 3:59 | |
| Take Me for a Ride | Caitlin Canty | 4:09 | |
| Table For One | Courtney Marie Andrews | 3:59 | |
| We Built a Home | Finbar Furey | 3:20 | |
| Brand New | Teddy Thompson | 3:14 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Willie and Nilli | Chuck Prophet | 3:48 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| Eastern Light (feat. Sam Beam) | Tift Merritt, Sam Beam | 4:34 | |
| I Never Cared for You | Paula Nelson | 3:17 | |
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | |
| Scattered Leaves | The Be Good Tanyas | 4:47 | |
| Together We're Not Much | Chip Taylor | 3:07 | |
| Goodnight Rhonda Lee | Nicole Atkins | 2:33 | |
| If I Were a Bluebird | Linda Thompson | 6:50 | |
| My Portion | I Draw Slow | 4:15 | |
| Applewood Road | Applewood Road | 2:24 | |
| Helpless | Molly Tuttle, Old Crow Medicine Show | 4:25 | |
| I Know Dark | Chip Taylor, The New Ukrainians | 4:17 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| Clean Getaway | Kieran Kane, Kevin Welch, Fats Kaplin | 2:50 | |
| Roll Julia | The Deep Dark Woods | 3:03 | |
| Poor Side of Town | Doug Seegers | 5:03 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| Little Heart | Delaney Davidson, Marlon Williams | 2:59 | |
| The Banks of the Leopold Canal | The Deep Dark Woods | 6:08 | |
| Stars Fell On Alabama | Tara Nevins | 2:56 | |
| I'm Still Loving You | Blackie & The Rodeo Kings | 4:27 | |