| Up on the Mountaintop | The Deep Dark Woods | 3:25 | |
| James Alley Blues | Willie Watson | 4:06 | |
| Lindsey Button | David Rawlings | 5:03 | |
| 1922 | Phil Cook | 3:01 | |
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | |
| Green, Green Rocky Road | Dave Van Ronk | 3:42 | |
| Wildwood | Chatham County Line | 3:06 | |
| Greatest Show on Earth | The Felice Brothers | 5:30 | |
| Desperado | The Cactus Blossoms | 2:46 | |
| Money Is The Meat In The Coconut | David Rawlings | 2:23 | |
| You Found Me | Willy Tea Taylor | 3:20 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Once Upon A Time | Robert Bradley's Blackwater Surprise | 3:20 | |
| Black Jack Davey | Hurray For The Riff Raff | 3:11 | |
| Knock-Kneed Ballerina | The Kernal | 3:12 | |
| The Flood in Color | Joe Pug | 2:37 | |
| Method Acting / Cortez The Killer | Dave Rawlings Machine | 10:20 | |
| Return of the Grievous Angel - 2006 Remaster | Gram Parsons | 4:26 | |
| Time We Made Time | Watchhouse | 4:55 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| Pontchartrain | Anders Osborne | 4:47 | |
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| Paul and Jon | Daniel Romano | 3:03 | |
| Come On Over My House | David Rawlings | 3:42 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Exit | Joe Pug | 2:57 | |
| First Girl I Loved | John Hartford | 4:35 | |
| Midnight Special | Willie Watson | 4:38 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Portland | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 5:05 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Melinda Down the Line | Ian Fitzgerald | 5:06 | |
| Havana Burning | Dan Reeder | 2:39 | |
| Lazy Third Eye | Willy Tea Taylor, The River Arkansas | 4:06 | |
| Tell Old Bill | Dave Van Ronk | 4:24 | |
| Mexican Cowboy | Willie Watson | 3:53 | |
| I'm The One Who Needs You Tonight | Cordovas | 2:48 | |
| How Quickly Your Heart Mends | Courtney Marie Andrews | 3:45 | |
| Beauty in the Ugliest of Days | Jonah Tolchin | 3:04 | |
| Golden | Dead Man Winter | 3:00 | |
| Daydreaming | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 4:50 | |
| Take Me for a Ride | Caitlin Canty | 4:09 | |
| Lay Me Down | Dead Horses | 4:21 | |
| All in Down and Out | Jake Xerxes Fussell | 3:13 | |
| Loaner | Lillie Mae | 4:45 | |
| Fear of Trains | William Elliott Whitmore | 4:00 | |
| My Love (The Storm) | Amanda Shires | 3:37 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | |
| 1952 Vincent Black Lightning | Richard Thompson | 4:43 | |