| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| Look Out Mama | Hurray For The Riff Raff | 3:25 | |
| Time Stands Still | Chris Smither | 3:45 | |
| Two Pillow Sleeper | Daniel Romano | 3:51 | |
| You're Everything I Wanted Love to Be | Darrell Scott | 3:17 | |
| Muddy Waters | Nikki Lane | 3:11 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Cricket (At Night I Can Fly) | Amy LaVere, Will Sexton | 2:51 | |
| Early Morning Rain | JP Harris, Erin Rae | 4:25 | |
| Good As Gold | Sarah Shook & the Disarmers | 3:13 | |
| Lullaby | Dori Freeman | 3:25 | |
| Kentucky, 1988 | Kelsey Waldon | 4:04 | |
| The Long Game | Western Centuries | 4:20 | |
| To Get By | Malcolm Holcombe | 4:03 | |
| James Alley Blues | Willie Watson | 4:06 | |
| False King | Kelsey Waldon | 2:48 | |
| Song of the Bird | The Cactus Blossoms | 2:29 | |
| I've Been Deceived | Zoe Muth and the Lost High Rollers | 4:01 | |
| King Cotton | The Secret Sisters | 3:12 | |
| I Push Right Over | Robbie Fulks | 2:19 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
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| If I Needed You | Carrie Rodriguez | 4:16 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Jenny Reprise | Chip Taylor, Carrie Rodriguez | 3:33 | |
| Each Season | Nora Jane Struthers | 3:48 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| Verde River | Kassi Valazza | 4:24 | |
| If I Had Known | Greg Brown | 3:25 | |
| Some Roads | Fred Eaglesmith | 3:30 | |
| Old Fires | Daniel Romano | 3:38 | |
| Little Sweet Cigars | The Trishas | 3:08 | |
| Good to be Home | the everybodyfields | 6:11 | |
| 9,999,999 Tears | Kelly Willis, Bruce Robison | 3:55 | |
| I Don't Think About You at All | Lauren Morrow | 4:22 | |
| Ten Miles Down the Nine Mile Road | Scott Miller | 4:13 | |
| My Old Drunk Friend | Freakwater | 3:33 | |
| One Red Rose | Iris DeMent | 3:07 | |
| Young When I Left Home | The Good Luck Thrift Store Outfit | 4:28 | |
| Jesus Take the Wheel (and Drive Me to a Bar) | Sam Outlaw | 3:19 | |
| New Ways to Fail | Sarah Shook & the Disarmers | 4:07 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| 105 | Fred Eaglesmith | 2:48 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Broken | Tift Merritt | 3:44 | |
| Drinkin' To You | Red Stick Ramblers | 3:03 | |
| Virginia, No One Can Warn You | Tift Merritt | 4:23 | |
| Went To See The Gypsy | Martha Scanlan | 3:32 | |
| Bottom Of The World | Alejandro Escovedo | 3:04 | |