| Jerusalem Tomorrow | David Olney | 5:09 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| The Right Stuff | Bap Kennedy | 3:46 | |
| Trouble (with Delbert McClinton) | Iris DeMent, Delbert McClinton | 7:33 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Tell Me Anything (Turn to Gold) | Chuck Prophet | 3:22 | |
| Down to Seeds and Stems Again | Bill Kirchen | 4:02 | |
| If I Were a Carpenter (feat. Kelsey Waldon) | JP Harris, Kelsey Waldon | 3:10 | |
| Orphan of the Storm | Mudcrutch | 4:06 | |
| Kansas City | Otis Gibbs | 3:45 | |
| Who's Gonna Build That Wall | Chip Taylor, Carrie Rodriguez | 4:18 | |
| Ramblin' Boy | Tom Paxton | 3:58 | |
| Love Has No Pride - 2008 Remaster | Bonnie Raitt | 3:48 | |
| It's Just You (with Iris Dement) | Keith Sykes, Iris DeMent | 3:21 | |
| Mom and Dad's Waltz | Iris DeMent | 2:38 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| You're Still On My Mind | Carrie Rodriguez | 2:56 | |
| Taxes on the Farmer Feeds Us All | Ry Cooder | 3:56 | |
| Domestic Blues | Bap Kennedy | 2:57 | |
| It Makes No Difference | Shannon McNally | 5:27 | |
| Fishin' with You | Carsie Blanton | 2:16 | |
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| Christchurch Woman | Justin Townes Earle | 4:11 | |
| Rumble Doll | Patti Scialfa | 3:25 | |
| Childish Things | James McMurtry | 4:35 | |
| The I Don't Know Where I'm Going But I'm Going Nowhere In A Hurry Blues | Steve Goodman | 2:31 | |
| I've Got That Old Time Religion in My Heart | Iris DeMent | 3:04 | |
| East of Eden | Tom Rush | 3:29 | |
| Long Time A Comin' | Bap Kennedy | 2:38 | |
| Across the Great Divide | Kate Wolf | 4:14 | |
| Diamonds To Dust | Gurf Morlix | 3:26 | |
| Gone by the Ol' Sunrise | Malcolm Holcombe, Iris DeMent | 3:00 | |
| Across the Borderline | Ry Cooder | 3:05 | |
| Hurricane Party | James McMurtry | 5:56 | |
| Ridin' That Midnight Train | Ralph Stanley, Friends, Iris DeMent | 2:37 | |
| Houdini Didn't Like the Spiritualists (feat. Shannon McNally) | Terry Allen, The Panhandle Mystery Band, Shannon McNally | 4:04 | |
| After the Rain | Chuck Prophet | 3:35 | |
| Happy Hour | Ted Hawkins | 3:39 | |
| Don't Toss Us Away | Lone Justice | 4:19 | |
| Only Once | Maria McKee | 4:04 | |
| Danny’s Song | Tift Merritt | 2:08 | |
| It Was Always So Easy (To Find An Unhappy Woman) | Peter Wolf | 2:40 | |
| It's Not You, It's Me | The Little Willies | 2:43 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| I Blinked Once | Steve Forbert | 4:48 | |
| Bound For Glory | Neil Young | 5:48 | |
| Lay Down Your Weary Tune | Tim O'Brien | 3:28 | |
| Throwin' Horseshoes At The Moon | Tom Russell, Iris DeMent | 3:17 | |
| I Drink | Mary Gauthier | 4:30 | |
| Something To Me | Tift Merritt | 4:09 | |