| $87 and a guilty Conscience That Gets Worse the Longer I Go | Richmond Fontaine | 3:34 | |
| Storm Across the Sea | Chuck Prophet | 4:16 | |
| Drown - 2015 Remaster | Son Volt | 3:19 | |
| The Roundabout | Ryley Walker | 4:41 | |
| To Be Young (Is To Be Sad, Is To Be High) | Dave Rawlings Machine | 3:48 | |
| Blue Canoe | Blue Mountain | 4:39 | |
| Kaufman's Ballad | Megafaun | 3:56 | |
| Flirted With You All My Life | Vic Chesnutt | 4:41 | |
| Jailbird | Jim White | 5:44 | |
| Mystifies Me - 2015 Remaster | Son Volt | 4:12 | |
| Lost Love | Golden Smog | 3:00 | |
| Duet For Guitars #3 | M. Ward | 1:52 | |
| Desert Raven | Jonathan Wilson | 7:58 | |
| Kathleen | Josh Ritter | 4:08 | |
| Leaving Time | Patterson Hood | 3:31 | |
| I Wish My Baby Was Born | Uncle Tupelo | 1:38 | |
| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | |
| Helplessly Hoping - 2005 Remaster | Crosby, Stills & Nash | 2:37 | |
| I Am Trying to Break Your Heart | Jeff Tweedy | 3:40 | |
| Maybe A Moment | Justin Townes Earle | 3:05 | |
| The Only Living Boy in New York | Simon & Garfunkel | 3:58 | |
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| Hanging on to You | Jay Farrar | 2:51 | |
| Moonshiner - Live 1/24/1993 | Uncle Tupelo | 5:05 | |
| Elk River | Six Organs Of Admittance | 3:11 | |
| Aunt Avis | Vic Chesnutt | 3:05 | |
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| This Town's A Drag | Cordovas | 2:43 | |
| Over the Red Cedar | Charlie Parr | 4:19 | |
| Raggy Levy | Jake Xerxes Fussell | 3:59 | |
| Mississippi | The Cactus Blossoms | 4:01 | |
| Helpless | Molly Tuttle, Old Crow Medicine Show | 4:25 | |
| Time Forgot (To Change My Heart) | Daniel Romano | 4:00 | |
| No Depression - 1988 Demo | Uncle Tupelo | 2:17 | |
| Summertime | Doc Watson, David Grisman | 4:19 | |
| Dirt Floor | Chris Whitley | 2:12 | |
| Hang Me, Oh Hang Me | Dave Van Ronk | 3:10 | |
| When I Go Away | Levon Helm | 4:32 | |
| Please Be With Me | Cowboy | 3:42 | |
| Long Time Ago | Golden Smog | 2:58 | |
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | |
| Over The Hill | John Martyn | 2:52 | |
| Time Has Told Me | Nick Drake | 4:24 | |
| Who Knows Where The Time Goes? | Fairport Convention | 5:09 | |
| To Be Without You | Ryan Adams | 3:21 | |
| When The Roses Bloom Again | Billy Bragg, Wilco | 4:07 | |
| Sit & Listen To The Rain | Whiskeytown | 4:05 | |
| Any Major Dude Will Tell You | Steely Dan | 3:07 | |
| Little Martha | Allman Brothers Band | 2:07 | |
| Down On The Bottom | The New Basement Tapes | 4:28 | |