| Not Everything That Counts Can Be Counted | Billy Bragg | 4:13 | |
| Wrote A Song For Everyone | Mavis Staples | 3:47 | |
| Santa Fe | Eilen Jewell | 4:32 | |
| Faraway Eyes | The Handsome Family | 4:26 | |
| I Ain't Got No Home | Bruce Springsteen | 3:40 | |
| Working on the Highway | Blitzen Trapper | 3:05 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| King Cotton | The Secret Sisters | 3:12 | |
| Karen Dalton | Joe Henry | 6:13 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Fuck, I Hate the Cold | Cowboy Junkies | 3:17 | |
| Midnight Train | David Rawlings | 3:18 | |
| This Old Road | Kris Kristofferson | 3:59 | |
| Bumble Bee | Peter Case | 3:34 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| Vampire | Bap Kennedy | 2:36 | |
| Waiting for a Train | Billy Bragg, Joe Henry | 2:46 | |
| She Loves Me | James McMurtry | 3:01 | |
| Rich Man's World | Eilen Jewell | 2:55 | |
| Laminated Cat | Jeff Tweedy | 3:49 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
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| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Hard Times In Babylon | Eliza Gilkyson | 4:05 | |
| Dead Skunk | Loudon Wainwright III | 3:05 | |
| Merrimac County | Tom Rush | 2:51 | |
| Tuscaloosa 1962 | Donnie Fritts | 3:22 | |
| I've Been Gone | Zoe Muth and the Lost High Rollers | 4:28 | |
| Fishin' Blues | Taj Mahal | 3:04 | |
| Only the Song Survives | John Hiatt | 4:00 | |
| Lonesome Old River Blues | Dom Flemons | 2:42 | |
| Windfall - 2015 Remaster | Son Volt | 2:59 | |
| I Like Trains | Fred Eaglesmith | 3:30 | |
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| Mystifies Me - 2015 Remaster | Son Volt | 4:12 | |
| Gone by the Ol' Sunrise | Malcolm Holcombe, Iris DeMent | 3:00 | |
| I'm Still Loving You | Blackie & The Rodeo Kings | 4:27 | |
| King's Highway | Joe Henry | 3:47 | |
| The Winner | Kris Kristofferson | 4:58 | |
| Bugeye Jim | Billy Bragg, Wilco | 3:14 | |
| Too Drunk To Dream | Whiskeytown | 2:53 | |
| It Ain't The Wind, It's The Rain | Mary Gauthier | 4:02 | |
| Tobacco Road | Colvin & Earle | 2:49 | |
| Who Carried You | Malcolm Holcombe | 3:31 | |
| My Heart Is Broken | Ryan Adams & The Cardinals | 2:11 | |
| Aginst Th' Law | Billy Bragg, Wilco | 3:01 | |
| Bottom Of The World | Alejandro Escovedo | 3:04 | |
| Inn Town | Whiskeytown | 5:51 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |