| A Love Song for Bobby Long | Grayson Capps | 4:53 | |
| Drag Queens In Limousines | Mary Gauthier | 5:39 | |
| 12 Bar Blues | Aaron Lee Tasjan | 5:04 | |
| Rollin' Home To Someone You Love | Steve Forbert | 3:04 | |
| Shine a Different Way | Patty Griffin | 5:17 | |
| (Looking For) The Heart Of Saturday Night | Tom Waits | 3:53 | |
| The Whole Night Sky | Bruce Cockburn | 3:54 | |
| Joe Hill's Ashes | Otis Gibbs | 3:26 | |
| The Most Unoriginal Sin | John Hiatt & The Goners | 4:15 | |
| Rock Island Line | Billy Bragg, Joe Henry | 2:55 | |
| Love Minus Zero/No Limit - Live | Eliza Gilkyson | 3:57 | |
| Cry To Me | John Hiatt | 3:55 | |
| More and More, Less and Less | Delbert McClinton & Glen Clark | 2:53 | |
| Train to Jackson | Jeffrey Foucault | 4:17 | |
| The War After the War | Mary Gauthier | 3:44 | |
| So Long Blues | Ray Bonneville | 3:56 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Clean Getaway | Kieran Kane, Kevin Welch, Fats Kaplin | 2:50 | |
| Money (That's What I Want) - From Jim Beam's Live Music Series | David Gray | 3:54 | |
| The Watchman's Gone | Gordon Lightfoot | 4:18 | |
| To Get By | Malcolm Holcombe | 4:03 | |
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| Canola Fields | James McMurtry | 4:49 | |
| Missing Pieces | John Hiatt & The Goners | 4:06 | |
| The Highwayman (feat. Mark Knopfler) | Jimmy Webb, Mark Knopfler | 4:17 | |
| Sandusky | Uncle Tupelo | 3:43 | |
| Goddamn Lonely Love - Remastered | Drive-By Truckers | 5:01 | |
| Railroad Worksong | The Notting Hillbillies | 5:28 | |
| Kansas City | Otis Gibbs | 3:45 | |
| Rock Of Your Love | John Hiatt | 3:15 | |
| Goin' Down to Laurel | Steve Forbert | 5:00 | |
| Growin' Pain | Peter Wolf | 3:12 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| I Forgive It All | Mudcrutch | 4:13 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| Beg Steal or Borrow (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:32 | |
| Dallas | The Flatlanders | 3:01 | |
| Pacing The Cage | Bruce Cockburn | 4:40 | |
| Rogers Park | Justin Townes Earle | 4:27 | |
| Stick with Me Baby | Robert Plant, Alison Krauss | 2:49 | |
| Drop In A Bucket | Mary Gauthier | 4:10 | |
| The River Knows Your Name | John Hiatt | 4:25 | |
| The Road Goes On Forever | Joe Ely | 4:33 | |
| Wildflowers | Chris Hillman | 2:51 | |
| Wild Horses | Leon Russell | 3:37 | |
| Lipstick Sunset | John Hiatt | 4:11 | |
| River Of Love | T Bone Burnett | 3:31 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| A Kiss Before I Go | Ryan Adams & The Cardinals | 2:04 | |
| Song For Sonny Liston | Mark Knopfler | 5:06 | |