| You Give it All Away | Dar Williams | 2:47 | |
| Don't Look for Me | Jeffrey Foucault | 3:05 | |
| Sugar Babe | Jesse Colin Young | 3:41 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| The Oil Rigs at Night | The Delines | 4:23 | |
| If I Needed You | Carrie Rodriguez | 4:16 | |
| Missin' You | Little Feat | 2:21 | |
| Only In The Past | The Be Good Tanyas | 4:58 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| The Whole Night Sky | Bruce Cockburn | 3:54 | |
| Frisco Depot | Mickey Newbury | 3:44 | |
| Train to Birmingham | Kevin Welch | 4:13 | |
| Emerald Street | Eliza Gilkyson | 3:45 | |
| Blue River | Rick Danko, Eric Andersen, Jonas Fjeld | 4:48 | |
| I Saw A Stranger With Your Hair | John Gorka | 4:03 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| Scattered Leaves | The Be Good Tanyas | 4:47 | |
| Saving the Good Stuff for You | Richard Thompson | 3:54 | |
| She Even Woke Me Up To Say Goodby | Mickey Newbury | 3:59 | |
| Scavenger | Lucy Kaplansky | 4:02 | |
| The Hula Hula Boys - 2007 Remaster | Warren Zevon | 3:02 | |
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| Harlem River Blues | Justin Townes Earle | 2:48 | |
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| Little Angel, Little Brother | Lucinda Williams | 4:25 | |
| Love Minus Zero/No Limit - Live | Eliza Gilkyson | 3:57 | |
| When My Morning Comes Around | Iris DeMent | 3:51 | |
| Star of Bethlehem - 2016 Remaster | Neil Young | 2:42 | |
| Would You Like To Learn To Dance | Steve Goodman | 4:01 | |
| Once Again, One Day...Will You Be Mine | Chip Taylor, Carrie Rodriguez | 5:35 | |
| If I Had a Gun | Diana Jones | 3:41 | |
| The Push and Pull | Joan Shelley | 2:33 | |
| Simple Gearle | Stacey Earle | 2:30 | |
| Dusty Skies | The Wainwright Sisters | 2:48 | |
| Hickory Wind | Buddy Miller, Lucinda Williams | 4:42 | |
| Jackson | Lucinda Williams | 3:42 | |
| Don't Toss Us Away | Lone Justice | 4:19 | |
| Sadly, Beautiful | Glen Campbell | 3:20 | |
| Iced Tea | Shelby Lynne | 2:42 | |
| Jacksonville Skyline | Whiskeytown | 3:00 | |
| Thirsty Boots | Eric Andersen | 5:13 | |
| Steal Your Love | Lucinda Williams | 3:15 | |
| Only Once | Maria McKee | 4:04 | |
| Stumbling Through The Dark | The Jayhawks | 2:24 | |
| Wild Horses | The Flying Burrito Brothers | 6:20 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| Angelyne | The Jayhawks | 3:43 | |
| Holding Up the Sky | Buddy & Julie Miller | 3:09 | |
| Every River | Kim Richey | 3:59 | |
| A Father And A Son | Loudon Wainwright III | 3:21 | |