| A Penny More | Skydiggers | 4:16 | |
| Bottomless Cup | Jenifer McKitrick, Chuck Prophet, Katharine Cole, Tony Marsico, Dawn Richardson | 3:55 | |
| It Won't Be Wrong (Jakob Dylan & Fiona Apple) | Echo In The Canyon | 1:58 | |
| Best Shirt On | Chuck Prophet | 3:07 | |
| The Losing End Again | Neal Casal | 3:12 | |
| I Discovered America | Graham Parker | 5:34 | |
| My Winding Wheel | Ryan Adams | 3:12 | |
| Beg Steal or Borrow (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:32 | |
| You're My Favorite Waste of Time | Marshall Crenshaw | 2:57 | |
| Beneath The Damage And The Dust | Peter Himmelman | 4:34 | |
| Caroline | The Silos | 2:55 | |
| In the City | Milton | 4:39 | |
| To Call My Own | Golden Smog | 3:31 | |
| Ivory Tower | The Long Ryders | 2:59 | |
| In the New Sunshine | Freedy Johnston | 2:45 | |
| Coming Out in Code | Chuck Prophet | 3:07 | |
| Come A TIme | Jenifer McKitrick, Chuck Prophet, Dawn Richardson, Chris von Sneidern, Katharine Cole, Tony Marsico | 5:05 | |
| Call Him Daylight | Hiss Golden Messenger | 3:32 | |
| Don't Ever Change | Amy Rigby | 3:38 | |
| When I Write The Book | Rockpile | 3:16 | |
| My Old Friend | John Hiatt | 3:50 | |
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| Love Doesn't Come From the Barrel of a Gun | Chuck Prophet | 3:15 | |
| Walls | The Long Ryders | 4:39 | |
| This Way | Hendryw Kevin | 2:46 | |
| I'm The One Who Needs You Tonight | Cordovas | 2:48 | |
| My Heart Is the Bums on the Street | Marah | 2:18 | |
| To Get By | Malcolm Holcombe | 4:03 | |
| Beauty Way | Eliza Gilkyson | 3:02 | |
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | |
| I Wish You Could Have Seen Her Dance - 2006 Remaster | T Bone Burnett | 3:49 | |
| Grave Angels | Joe Henry | 5:31 | |
| Questions (Jakob Dylan & Eric Clapton) | Echo In The Canyon | 3:33 | |
| Mystifies Me - 2015 Remaster | Son Volt | 4:12 | |
| Tell Me Anything (Turn to Gold) | Chuck Prophet | 3:22 | |
| Acuff-Rose | Uncle Tupelo | 2:35 | |
| Vinyl Records | Todd Snider | 2:29 | |
| Seasons Change | The Long Ryders | 3:29 | |
| Outlaw for You | Alejandro Escovedo | 3:26 | |
| She (Jakob Dylan & Josh Homme) | Echo In The Canyon | 2:37 | |
| He's a Dick | Golden Smog | 2:48 | |
| Lean on Your Peers | Blackie & The Rodeo Kings | 3:56 | |
| Will the Wolf Survive? | Los Lobos | 3:42 | |
| I Was in the House When the House Burned Down | Warren Zevon | 3:04 | |
| Asking For Flowers | Kathleen Edwards | 5:02 | |
| Everything I Do | Whiskeytown | 4:31 | |
| It's A Wonderful Lie | Paul Westerberg | 2:47 | |
| Here She Comes Again | Chris Hillman | 2:31 | |
| A Kiss Before I Go | Ryan Adams & The Cardinals | 2:04 | |
| I Need To Know Where I Stand | Rhett Miller | 3:12 | |