| Little Bird | Jerry Jeff Walker | 4:40 | |
| Blaze & Sybil's Lullaby | Ben Dickey, Alia Shawkat | 3:08 | |
| A Little Soon To Say | Jackson Browne | 6:25 | |
| September Song | Kate Wolf | 4:07 | |
| How Far To The Horizon? | Jesse Winchester | 2:15 | |
| Sip The Wine | Rick Danko | 4:03 | |
| The End Is Not in Sight (The Cowboy Tune) - Remastered | Amazing Rhythm Aces | 3:50 | |
| Tumbling Tumbleweeds | Sara Watkins, I'm With Her | 2:42 | |
| Can't See Stars (feat. Kevin Morby) | Erin Rae, Kevin Morby | 3:36 | |
| Dusty Boxcar Wall | Eilen Jewell | 2:43 | |
| It's Raining | JD McPherson | 2:38 | |
| Stand By Me - (feat. Jerry Douglas) | Jesse Winchester, Jerry Douglas | 3:31 | |
| You Showed Me (Jakob Dylan & Cat Power) | Echo In The Canyon | 3:32 | |
| Do You Know? | Pieta Brown, Amos Lee | 3:01 | |
| Outnumbered | John Gorka | 2:05 | |
| American Tune | Allen Toussaint | 4:59 | |
| Bright Side Of The Road | Raul Malo, Pat Flynn, Rob Ickes | 4:18 | |
| Call It A Loan | Jackson Browne & David Lindley | 5:02 | |
| Bless Your Foolish Heart | Jesse Winchester | 3:09 | |
| Where Has My Easy Gone | Ray Bonneville | 3:47 | |
| Don't Be Nice to Me | Nick Lowe | 3:01 | |
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| A Hold On Me | Diana Jones | 4:20 | |
| Devil Or Angel | Jesse Winchester | 3:11 | |
| The Whole Night Sky | Bruce Cockburn | 3:54 | |
| Here With Me | Eilen Jewell | 3:23 | |
| This Shitty World | Greg Trooper | 3:17 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| Let's Leave This Town | Chip Taylor, Carrie Rodriguez | 3:23 | |
| Cricket (At Night I Can Fly) | Luther Dickinson, Amy LaVere | 2:54 | |
| Einstein, 1905 | Reina del Cid | 4:00 | |
| Letting Go | Erika Wennerstrom, Heartless Bastards | 4:59 | |
| Rosy | Delbert McClinton, Self-Made-Men | 3:23 | |
| Frightened By The Sound | Justin Townes Earle | 3:45 | |
| Do It | Jesse Winchester | 1:27 | |
| The Call | Catherine MacLellan | 3:12 | |
| The Grateful Song (Thanksgiving) | Jonah Tolchin | 4:11 | |
| Simple Man, Simple Dream | JD Souther | 1:44 | |
| Slow Matin' | Ray Bonneville | 3:01 | |
| Fishin' with You | Carsie Blanton | 2:16 | |
| The Sea & the Shore (feat. John Fullbright) | Amy Speace, John Fullbright | 4:14 | |
| We Shouldn’t Talk About It (feat. Emily Gimble) | Theo Lawrence, Emily Gimble | 2:26 | |
| You Remember Me | Jesse Winchester | 4:45 | |
| Between the Dirt and the Stars | Mary Chapin Carpenter | 7:43 | |
| She Believes In Me | John Stewart | 2:34 | |
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | |
| That's What Makes You Strong | Claire Lynch, Jesse Winchester | 3:47 | |
| Who Carried You | Malcolm Holcombe | 3:31 | |
| San Francisco Bay Blues | Richie Havens | 2:29 | |
| No Place To Fall | The Little Willies | 4:00 | |