| Old Friends | Chuck Prophet | 3:56 | |
| Shame on the Moon | Rodney Crowell | 4:40 | |
| After the Gold Rush | k.d. lang | 4:00 | |
| Brickyard Blues | Maria Muldaur | 4:32 | |
| School Days | Loudon Wainwright III | 3:05 | |
| Face Of Appalachia | Valerie Carter | 4:14 | |
| Nothing Seems to Matter - 2008 Remaster | Bonnie Raitt | 4:05 | |
| Rainy Day People | Gordon Lightfoot | 2:48 | |
| Same Old Wine | Loggins & Messina | 8:15 | |
| Hickory Wind - Alternate Version | Gram Parsons | 4:15 | |
| I Gotta Right To Sing The Blues (with Bonnie Raitt) | Tony Bennett, Bonnie Raitt | 3:53 | |
| Have You Seen the Stars Tonite | Paul Kantner | 3:42 | |
| I Can't Win | Ry Cooder | 4:14 | |
| Too Long at the Fair - 2008 Remaster | Bonnie Raitt | 2:58 | |
| Running Up The Stairs | Leo Kottke | 3:15 | |
| Winterness | Pousette-Dart Band | 3:05 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Saving the Good Stuff for You | Richard Thompson | 3:54 | |
| Helpless | k.d. lang | 4:17 | |
| Love Hurts - 1973 Live Version | Gram Parsons | 5:36 | |
| It Isn't Gonna Be That Way | Steve Forbert | 4:56 | |
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| Got Your Six | Mary Gauthier | 2:38 | |
| Mohammed's Radio | Warren Zevon | 3:43 | |
| Crayon Angels | Judee Sill | 2:45 | |
| Into My Arms | Shelby Lynne, Allison Moorer | 4:47 | |
| After the Rain | Chuck Prophet | 3:35 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| A Case of You | k.d. lang | 5:11 | |
| Pontchartrain | Anders Osborne | 4:47 | |
| Let the Mystery Be | 10,000 Maniacs | 3:08 | |
| For Free | The Byrds | 3:50 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| A Long Time Ago | Jim Croce | 2:21 | |
| You Turn Me On, I'm a Radio - Acoustic | Aoife O'Donovan | 3:21 | |
| I Thought I Was a Child - 2008 Remaster | Bonnie Raitt | 3:49 | |
| Rings | Leo Kottke, Mike Gordon | 4:30 | |
| A Stones's Throw Away | Valerie Carter | 3:58 | |
| Loving You Is The Only Way To Fly | Rodney Crowell | 3:27 | |
| Sip The Wine | Rick Danko | 4:03 | |
| Love Has Come For You | Steve Martin, Edie Brickell | 3:08 | |
| Driving Home | Cheryl Wheeler | 4:50 | |
| Mixtape | Tift Merritt | 3:18 | |
| Alright Alright | Birds of Chicago | 4:02 | |
| Soap Box Preacher | Robbie Robertson | 5:20 | |
| Danny’s Song | Tift Merritt | 2:08 | |
| Killing the Blues | Robert Plant, Alison Krauss | 4:15 | |
| I Misunderstood | Richard Thompson | 4:05 | |
| The Way I Feel | Gordon Lightfoot | 3:45 | |
| Ladder Of Success | Ted Hawkins | 3:26 | |