| I Can't Remember | The Thorns | 3:31 | |
| This End Of The Telescope | Jakob Dylan | 3:59 | |
| Walking on a Wire | Richard & Linda Thompson | 5:28 | |
| Evening Gown | Alejandro Escovedo | 3:28 | |
| Black Eye | Uncle Tupelo | 2:19 | |
| Going To The Country | Bruce Cockburn | 3:16 | |
| Hearts and Bones | Paul Simon | 5:39 | |
| Designs on You | Old 97's | 3:48 | |
| One More Night In Brooklyn | Justin Townes Earle | 3:04 | |
| Like Rock & Roll and Radio (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 6:03 | |
| Looking Forward to Seeing You | Golden Smog | 2:47 | |
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| Bird In Hand | Neal Casal | 4:55 | |
| Closer To The Light | Bruce Cockburn | 4:10 | |
| Until You Came Along | Golden Smog | 4:59 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Screen Door | Uncle Tupelo | 2:42 | |
| Romeo And Juliet | Indigo Girls | 4:43 | |
| Narrow Escape | Ray LaMontagne | 4:39 | |
| Hush, Sorrow | Buddy & Julie Miller, Buddy Miller, Julie Miller | 4:02 | |
| Gentle on My Mind | Billy Bragg, Joe Henry | 3:39 | |
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| Slate | Uncle Tupelo | 3:24 | |
| Two Seconds | Laura Cantrell | 3:58 | |
| New York | The Milk Carton Kids | 3:32 | |
| War Is Kind | Jakob Dylan | 3:08 | |
| All Your Favorite Bands | Dawes | 3:35 | |
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | |
| Song For A Deck Hands Daughter | James McMurtry | 3:30 | |
| California Zephyr | Jay Farrar, Benjamin Gibbard | 2:23 | |
| Pulling On A Line | Great Lake Swimmers | 3:19 | |
| By Eleven | Alejandro Escovedo | 4:03 | |
| San Diego Serenade | Tom Waits | 3:30 | |
| Don't Cry A Tear | Lyle Lovett | 4:48 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Ghost Repeater | Jeffrey Foucault | 5:10 | |
| Relatively Easy | Jason Isbell | 4:45 | |
| Morning Song for Sally | Nanci Griffith | 4:55 | |
| Dressed up Like Nebraska | Josh Rouse | 3:24 | |
| Longest Days | John Mellencamp | 3:10 | |
| Let It Ride | Ryan Adams & The Cardinals | 3:23 | |
| She Walks In So Many Ways | The Jayhawks | 2:34 | |
| The Banks of the Leopold Canal | The Deep Dark Woods | 6:08 | |
| Hoping Machine | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 4:52 | |
| Sugar Mama | The Deep Dark Woods | 2:39 | |
| I'd Run Away | The Jayhawks | 3:33 | |
| Fireflies | Rhett Miller, Rachael Yamagata | 4:07 | |
| See Him On The Street | The Jayhawks | 3:09 | |
| It Makes No Difference - Remastered 2000 | The Band | 6:34 | |
| The Things I Do | Teddy Thompson | 3:44 | |