| Christchurch Woman | Justin Townes Earle | 4:11 | |
| An American Boy | Eliza Gilkyson | 3:18 | |
| Frank's Tavern | Calexico | 4:28 | |
| When the Nights Are Cold | Joe Ely | 2:53 | |
| Where Have All the Flowers Gone | Eliza Gilkyson | 4:41 | |
| Left Alone | Malcolm Holcombe, Iris DeMent | 4:11 | |
| Walking Down the Line | Eilen Jewell | 3:37 | |
| Train to Birmingham | Kevin Welch | 4:13 | |
| Love Hurts - 1973 Live Version | Gram Parsons | 5:36 | |
| Barely Losing | Richmond Fontaine | 2:47 | |
| All the Way to Amsterdam | Greg Trooper | 2:59 | |
| Billy 1 | Los Lobos | 4:02 | |
| A Lot of Good Ones Gone | Peter Wolf | 3:33 | |
| Shimnavale | Bap Kennedy | 5:06 | |
| Gonna Be a Darkness | The Jayhawks | 4:59 | |
| Smallest Man in the World | Chuck Prophet | 4:03 | |
| Love in the Sweetest Amnesty | Chris Hillman | 3:43 | |
| Irish Girl | Mike Campbell & The Dirty Knobs | 4:25 | |
| Detroit City | John Doe, The Sadies | 2:55 | |
| When The Night Was Young | Robbie Robertson | 5:04 | |
| Southbound Train - Remastered Version | Graham Nash, David Crosby | 3:55 | |
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| You Couldn't Get Arrested | Green On Red | 5:49 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Mostly Water | Bap Kennedy | 3:23 | |
| Off And Running | James McMurtry | 3:54 | |
| Lonesome Whistle | Billy Bragg, Joe Henry | 2:53 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Sparrows and Sparrows | Malcolm Holcombe | 2:48 | |
| I Should Have Said | Bap Kennedy | 3:17 | |
| My Back Pages | Marshall Crenshaw | 3:50 | |
| Love Minus Zero/No Limit - Live | Eliza Gilkyson | 3:57 | |
| If I Was Washington | Stan Ridgeway, Peter Case | 2:09 | |
| Mr. Bojangles | David Bromberg | 7:28 | |
| To Get By | Malcolm Holcombe | 4:03 | |
| The Way I Should | Iris DeMent | 4:26 | |
| This Wheels on Fire | Peter Case | 3:20 | |
| Old Shoes | Tom Waits | 4:25 | |
| Crossroads | Gurf Morlix | 4:25 | |
| Taxes on the Farmer Feeds Us All | Ry Cooder | 3:56 | |
| Crying In The Rain | The Del Fuegos | 2:12 | |
| A Kiss Before I Go | Ryan Adams & The Cardinals | 2:04 | |
| One Good Year | Slaid Cleaves | 4:26 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| It Was Always So Easy (To Find An Unhappy Woman) | Peter Wolf | 2:40 | |
| Old Blue Car | Peter Case | 3:51 | |
| I Make The Dough, You Get The Glory | Kathleen Edwards | 4:37 | |
| Once Were Brothers | Robbie Robertson | 4:24 | |
| Lily, Rosemary and the Jack of Hearts | Tom Russell | 9:44 | |
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | |