| Hanging on to You | Jay Farrar | 2:51 | |
| Jailbird | Jim White | 5:44 | |
| Tell Me Again | Ron Sexsmith | 2:36 | |
| The Eye | Waxahatchee | 4:18 | |
| The Traveling Kind | Emmylou Harris, Rodney Crowell | 3:40 | |
| Sleeper | Greg Brown | 4:29 | |
| My Winding Wheel | Ryan Adams | 3:12 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| Cosmonaut (feat. Emmylou Harris) | The Bootleggers, Emmylou Harris | 3:42 | |
| The Circus (with Emmylou Harris & Dolores Keane) | Mary Black, Dolores Keane, Emmylou Harris | 4:08 | |
| Reason to Believe | Karen Dalton | 2:24 | |
| The Poet Game | Greg Brown | 5:32 | |
| Red Dirt Girl | Emmylou Harris | 4:05 | |
| Talk to Me of Mendocino | Kate & Anna McGarrigle | 3:10 | |
| Have You Ever Seen Peaches Growing On A Sweet Potato Vine? | Jake Xerxes Fussell | 6:09 | |
| On the Banks of the Old Kishwaukee | Ryley Walker | 5:00 | |
| Slowness | Calexico | 3:35 | |
| Hometown Hero | The Felice Brothers | 3:38 | |
| Love Is Enough | Joe Henry | 4:49 | |
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| Goldfish - Remastered | Roy Harper | 2:47 | |
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| Sandusky | Uncle Tupelo | 3:43 | |
| Flirted With You All My Life | Vic Chesnutt | 4:41 | |
| Rise Up with Fists!! | Jenny Lewis, The Watson Twins | 3:38 | |
| Jesus Was a Cross Maker | Judee Sill | 3:29 | |
| $87 and a guilty Conscience That Gets Worse the Longer I Go | Richmond Fontaine | 3:34 | |
| Calling In | The Delines | 5:11 | |
| Black Peter | ANOHNI, yMusic | 2:25 | |
| Blue and Wonder | Richard Buckner | 3:47 | |
| Railroad Man | Eels | 4:16 | |
| She - 2002 Remaster | Gram Parsons | 5:01 | |
| Hard Bargain | Ron Sexsmith | 3:12 | |
| Sleep All Summer | Crooked Fingers | 4:42 | |
| Emerald Street | Eliza Gilkyson | 3:45 | |
| Where Will I Be | Emmylou Harris | 4:15 | |
| Lucinda Williams | Vic Chesnutt | 2:47 | |
| Evona Darling | Linda Thompson, Teddy Thompson | 3:19 | |
| Sandman's Coming | The Delines | 2:40 | |
| Body's In Trouble | Mary Margaret O'Hara | 5:01 | |
| Paperback Bible | Lambchop | 7:48 | |
| What Heaven's Left | Calexico, Iron & Wine | 4:52 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Big Yellow Taxi | Joni Mitchell | 2:14 | |
| Plea for a Good Night's Rest | Devon Sproule | 3:58 | |
| I Don't Wanna Talk About It Now | Emmylou Harris | 4:45 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| Killing the Blues | Robert Plant, Alison Krauss | 4:15 | |
| When I Get To The Border | Richard & Linda Thompson | 3:27 | |
| Banks Of The Pontchartrain | Nanci Griffith | 3:46 | |