| Domestic Blues | Bap Kennedy | 2:57 | |
| 18 Wheels | Fred Eaglesmith | 5:01 | |
| You Better Get It While You Can (The Ballad of Carl Martin) | Steve Goodman | 4:29 | |
| Worth Dyin' For | Gurf Morlix | 4:42 | |
| Take it Out Back | Chuck Brodsky | 3:10 | |
| Jesus & Elvis | Greg Brown | 3:38 | |
| Wild Birds | Western Centuries | 4:25 | |
| Your Sweet and Shiny Eyes - 2008 Remaster | Bonnie Raitt | 2:47 | |
| Sitting on Top of the World | Tim Easton | 2:54 | |
| Mrs. Hank Williams | Fred Eaglesmith | 4:04 | |
| Harvest Moon Blues | Zoe Muth and the Lost High Rollers | 4:46 | |
| The Prettiest Thing | The Modern Don Juans, David Childers | 4:14 | |
| Who Do Call the Shots | Ray Bonneville | 3:56 | |
| East of Eden | Tom Rush | 3:29 | |
| Peace in Our Hearts (feat. Sam Butler) | Eliza Gilkyson, Sam Butler | 3:21 | |
| Grave Angels | Joe Henry | 5:31 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Higher Power | Ramsay Midwood | 3:30 | |
| Goin' Home | Malcolm Holcombe | 4:49 | |
| On The Road Again (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:27 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
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| Worrisome Years | Greg Brown | 4:08 | |
| For The Turnstiles | The Be Good Tanyas | 4:26 | |
| Story of You | The Flatlanders | 2:00 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Shake off My Blues | Ray Bonneville | 3:09 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Clean Getaway | Kieran Kane, Kevin Welch, Fats Kaplin | 2:50 | |
| All Day Rain | Greg Brown | 3:22 | |
| So Many Miles | Pieta Brown | 3:03 | |
| Going Going Gone | Watkins Family Hour, Sara Watkins, Sean Watkins | 3:12 | |
| Whiskey Angel | The Black Lillies | 4:52 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| The Midnight Special | Billy Bragg, Joe Henry | 3:34 | |
| Mercy | Po' Girl | 4:56 | |
| Down At The Sea Hotel | Lynn Miles, Guy Davis, Eliza Gilkyson, Lucy Kaplansky, John Gorka | 4:11 | |
| Sparrows and Sparrows | Malcolm Holcombe | 2:48 | |
| Rye Whiskey | Jesse Colin Young | 4:54 | |
| Key Chain | Slaid Cleaves | 3:15 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| Touching Home | Teddy Thompson | 2:46 | |
| The Last Goodbye | Uncle Earl | 3:39 | |
| Danny’s Song | Tift Merritt | 2:08 | |
| Buck Naked | Terry Allen | 3:14 | |
| Drinkin' Days | Slaid Cleaves | 4:25 | |
| Drinking Too Much | Fred Eaglesmith | 3:55 | |
| Afraid | Ted Hawkins | 4:36 | |
| Wildflowers | Chris Hillman | 2:51 | |
