| Melt Your Heart | Jenny Lewis, The Watson Twins | 2:52 | |
| Don't Fade On Me | Magnolia Electric Co., Jason Molina | 4:17 | |
| For The Turnstiles | The Be Good Tanyas | 4:26 | |
| Beast For Thee | Bonnie Prince Billy, Matt Sweeney | 3:41 | |
| It Wasn't Me | Jenny Lewis, The Watson Twins | 4:12 | |
| Clumps | Lydia Loveless | 2:00 | |
| Southern Pacifica | Josh Ritter | 4:22 | |
| Gauzy Dress in the Sun | Richard Buckner | 3:11 | |
| White Shoes | Conor Oberst | 5:50 | |
| Sunshine in Chicago | Sun Kil Moon | 2:34 | |
| Hammer Down | Magnolia Electric Co., Jason Molina | 4:05 | |
| Who Was I Kidding? | Martha Wainwright | 4:11 | |
| Gone for Good - 2023 Remaster | The Shins | 3:12 | |
| Plus Ones | Okkervil River | 3:43 | |
| Hanging on to You | Jay Farrar | 2:51 | |
| If I Had More Time | Tarkio | 3:34 | |
| Fever | Neko Case | 3:15 | |
| Clear the Crowds | Jim Bryson | 2:47 | |
| River Of No Return (feat. Neko Case) | Jon Rauhouse, Neko Case | 2:16 | |
| When I Ran off and Left Her | Vic Chesnutt | 2:54 | |
| Singer Songwriter | Okkervil River | 3:49 | |
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| Screen Door | Uncle Tupelo | 2:42 | |
| Sweet Lil' gal (23rd/1st) | Ryan Adams | 3:38 | |
| The Bleeding Heart Show | The New Pornographers | 4:27 | |
| Quiet Corners & Empty Spaces | The Jayhawks | 3:06 | |
| Wine Lips | Lydia Loveless | 3:42 | |
| Still | Great Lake Swimmers | 2:51 | |
| New Yorker Cartoon | Jenny And Johnny | 4:14 | |
| Warsaw | Sharon Van Etten | 2:27 | |
| One Fast Move or I'm Gone | Jay Farrar, Benjamin Gibbard | 4:15 | |
| Destroyer | Crooked Fingers | 5:18 | |
| Backstage With The Modern Dancers | Great Lake Swimmers | 4:28 | |
| Midnight At the Movies | Justin Townes Earle | 3:22 | |
| Okkervil River Song | Okkervil River | 5:54 | |
| Green Grass, Red Tree | Karen Peris, Don Peris, The Innocence Mission | 2:20 | |
| I Was Doing Fine (Then a Few People Died) | Craig Finn | 3:15 | |
| San Francisco | Jay Farrar, Benjamin Gibbard | 3:58 | |
| Don't Die in Me | Mirah | 3:48 | |
| Michigan Girls | Califone | 4:00 | |
| Midnight Moonlight | The Be Good Tanyas | 3:45 | |
| Birmingham 1982 | Maria Taylor | 3:32 | |
| Ten Second News - 2015 Remaster | Son Volt | 3:55 | |
| Moon Over Goldsboro | The Mountain Goats | 5:02 | |
| Easy Hearts | Whiskeytown | 5:08 | |
| Tears Rolling Up Our Sleeves | Paul Westerberg | 3:28 | |
| Avenues | Whiskeytown | 2:31 | |
| Losin' You | Amy Millan | 2:24 | |
| Long Time Ago | Golden Smog | 2:58 | |
| Just Like Heaven | The Watson Twins | 4:17 | |