| It's Too Easy | Dave Rawlings Machine | 3:08 | |
| Driftless | Greg Brown | 3:01 | |
| Rings | Leo Kottke, Mike Gordon | 4:30 | |
| Wintertime Blues | John Hiatt | 4:19 | |
| Cricket (At Night I Can Fly) | Luther Dickinson, Amy LaVere | 2:54 | |
| Two Little Feet | Greg Brown | 4:50 | |
| Now It's Now Again | The Flatlanders | 3:33 | |
| Thunderbird | John Hiatt | 4:04 | |
| Ditch | Sam Baker | 1:56 | |
| Wrote A Song For Everyone | Mavis Staples | 3:47 | |
| Duane Allman | Amy Ray, Susan Tedeschi | 2:51 | |
| Ain't Got a Place | James McMurtry | 2:41 | |
| Who Do Call the Shots | Ray Bonneville | 3:56 | |
| Gulf Coast Blues | Joe Ely | 3:45 | |
| What Made Milwaukee Famous (Has Made A Loser Out Of Me) | Redbird | 3:10 | |
| Red River Blues | Jorma Kaukonen | 3:21 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| Out In The Country | Greg Brown | 7:38 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Cool Cool Rain | Ray Bonneville | 3:46 | |
| Somebody Else's Troubles | Steve Goodman | 3:43 | |
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| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| Wind Don't Have to Hurry | John Hiatt | 3:47 | |
| October in the Railroad Earth | Tom Russell | 4:58 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| Slave to the the Western Wind | Joe Ely | 3:04 | |
| Are the Good Times Really Over for Good? | John Doe, The Sadies | 2:38 | |
| Sailin' On Through | Terry Allen, The Panhandle Mystery Band | 4:03 | |
| Oh Soul | Mary Gauthier | 5:26 | |
| Chicken Cordon Bleus | Steve Goodman | 3:04 | |
| The Poet Game | Greg Brown | 5:32 | |
| Back on the Corner | John Hiatt | 3:52 | |
| So Many Miles | Pieta Brown | 3:03 | |
| The Loving Of The Game | Steve Goodman | 3:01 | |
| Hillbilly Blue (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:11 | |
| Blue Car | Greg Brown | 4:11 | |
| Tragedy | Peter Wolf | 2:44 | |
| Milk Cow Blues | Nitty Gritty Dirt Band, Richard Watson, Josh Graves, Doc Watson | 5:04 | |
| Who Carried You | Malcolm Holcombe | 3:31 | |
| Esther | Ramsay Midwood | 4:37 | |
| Deeper Well | David Olney | 3:07 | |
| Entella Hotel | Peter Case | 4:58 | |
| Boxcars - 2022 Remaster | Joe Ely | 3:59 | |
| Oh Roberta | Slaid Cleaves | 3:17 | |
| Chicago | Ramsay Midwood | 4:50 | |
| Make Me Down A Pallet On Your Floor | The Wood Brothers | 3:40 | |
| Mighty Big Car | Fred Eaglesmith | 3:29 | |
| Devil's Lullaby | Slaid Cleaves | 2:45 | |
| River Of Love | T Bone Burnett | 3:31 | |