| From Now On | Watchhouse | 3:47 | |
| Shelter You Through | Andrew Duhon | 4:13 | |
| After the Rain | Chuck Prophet | 3:35 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| My Country | Joe Purdy | 6:32 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| Station Blues | Pieta Brown, Chad Cromwell | 3:14 | |
| I Want | Thomas Csorba | 1:57 | |
| Rare Thing | Amanda Anne Platt & the Honeycutters | 4:43 | |
| The Whole Night Sky | Bruce Cockburn | 3:54 | |
| New York City's Killing Me (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:13 | |
| Same Old River | Jeff Black | 5:05 | |
| Gonna Take a Little Rain | Andrew Duhon | 3:25 | |
| Hush, Sorrow | Buddy & Julie Miller, Buddy Miller, Julie Miller | 4:02 | |
| Link Of Chain | Chris Smither | 4:50 | |
| Sweet Spot | Tift Merritt | 2:50 | |
| Wedding Bells | Buddy Miller, Richard Thompson | 4:45 | |
| Annie | Yarn | 4:05 | |
| Today and a Lonely Night | Justin Townes Earle | 2:55 | |
| Left Alone | Malcolm Holcombe, Iris DeMent | 4:11 | |
| Time Stands Still | Chris Smither | 3:45 | |
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| Where I Come From | Patty Griffin | 4:44 | |
| Willin' | Richard Shindell | 3:15 | |
| Learning How to Love Him | Amanda Anne Platt & the Honeycutters | 4:16 | |
| Old Man Looking Back | Jamestown Revival | 4:04 | |
| Winsome Smile | Chris Smither | 3:34 | |
| Train to Birmingham | Kevin Welch | 4:13 | |
| Homeless (feat. Michael Rose) | Parker Millsap, Michael Rose | 3:12 | |
| Tell Me True (feat. Adriel Denae) | Cory Chisel, Adriel Denae | 2:40 | |
| Latchkey Kid | John Moreland | 4:20 | |
| What They Say | Chris Smither | 2:46 | |
| Battle Hymn (of the College Dropout Farmhand) | Jeffrey Foucault | 4:39 | |
| You Turn Me On, I'm a Radio - Acoustic | Aoife O'Donovan | 3:21 | |
| Rainy Day Song | Andrew Combs | 3:21 | |
| Eddy Boy | William Prince | 4:28 | |
| Where Has My Easy Gone | Ray Bonneville | 3:47 | |
| Hello in There | Jeffrey Foucault | 4:47 | |
| Into the Sunlight | Malcolm Holcombe | 2:28 | |
| Late September | Watchhouse | 4:20 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| I Should Have Said | Bap Kennedy | 3:17 | |
| The Flyboy & the Kid | Rodney Crowell | 3:55 | |
| Angeline | James McMurtry | 4:04 | |
| Spend It All (feat. Adriel Denae) | Cory Chisel, Adriel Denae | 3:20 | |
| High Horse | John Gorka | 3:00 | |
| You Found Me | Willy Tea Taylor | 3:20 | |
| Between The Daylight And The Dark | Mary Gauthier | 4:15 | |
| Holding Up the Sky | Buddy & Julie Miller | 3:09 | |
| Who Carried You | Malcolm Holcombe | 3:31 | |