| Sweet Tooth | Dave Rawlings Machine | 5:20 | ||
| No Go | Aaron Embry | 4:02 | ||
| All Over Ohio | Over the Rhine | 5:55 | ||
| Edelweiss | Laura Gibson | 3:10 | ||
| Stay With Me (feat. Jolie Holland) | Skye Steele, Jolie Holland | 3:22 | ||
| Around the Bend | Martha Wainwright | 3:49 | ||
| Murder of Birds | Jesca Hoop | 4:28 | ||
| The Big Guns | Jenny Lewis, The Watson Twins | 2:34 | ||
| Last Kind Words | Rhiannon Giddens | 4:13 | ||
| The Company Store | Amelia Curran | 2:51 | ||
| Blood Orange | Howe Gelb and a Band of Gypsies | 3:17 | ||
| Slipped Dissolved and Loosed | Lambchop | 4:50 | ||
| It Wasn't Me | Jenny Lewis, The Watson Twins | 4:12 | ||
| December, 1999 | Jolie Holland | 3:36 | ||
| Little Notes | Tiny Ruins | 4:34 | ||
| Hey Little Mama | Frazey Ford | 4:24 | ||
| Small Window | Luluc | 3:40 | ||
| Enjoy Yourself | Jolie Holland, Samantha Parton | 2:23 | ||
| It's Not Happening | The Be Good Tanyas | 2:41 | ||
| My Fuzzy Mind | Orchestra of Cardboard, Jolie Holland | 2:54 | ||
| As Tears Roll By | Daniel Lanois | 3:55 | ||
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| Enemy | Jesca Hoop | 3:26 | ||
| I Found a New Me | Herman Düne, Jolie Holland | 3:25 | ||
| Red Dust | Calexico, Iron & Wine | 3:31 | ||
| All The Morning Birds | Jolie Holland | 4:23 | ||
| Mr. Sellack | The Roches | 4:03 | ||
| Human Thing | The Be Good Tanyas | 4:08 | ||
| Hwaii Blus | My Bubba | 4:05 | ||
| Stubborn Beast | Jolie Holland | 4:06 | ||
| The Gospel Song | Frazey Ford | 5:42 | ||
| Jump For Joy | Jake Xerxes Fussell | 4:15 | ||
| The Ride | Joan As Police Woman | 3:09 | ||
| Bombshell | Jenn Grant | 3:17 | ||
| Letting Us Be | Paul Curreri | 3:33 | ||
| Can I Sleep In Your Arms | Phosphorescent | 3:44 | ||
| Acid Tongue | Jenny Lewis | 3:50 | ||
| I Believe in You | Lambchop | 3:27 | ||
| Walkin' Boss | Sam Amidon | 3:30 | ||
| Simon Says | Jesca Hoop | 3:18 | ||
| Coffee's Cold | Abigail Washburn | 2:56 | ||
| All the Wine | Clare & The Reasons | 2:08 | ||
| Slowness | Calexico | 3:35 | ||
| Cracklin Water | Giant Sand | 4:20 | ||
| Kathy | Po' Girl | 4:17 | ||
| Love Again Blues | Leyla McCalla | 2:39 | ||
| Blues On The Ceiling | Karen Dalton | 3:37 | ||
| The One I Love Is Gone | The Secret Sisters | 3:25 | ||
| Sunny Afternoon | Nellie McKay | 3:09 | ||
| How Are You Doing? | The Living Sisters | 2:12 | ||
