| Bottomless Cup | Jenifer McKitrick, Chuck Prophet, Katharine Cole, Tony Marsico, Dawn Richardson | 3:55 | ||
| All in One | Jay Farrar, Benjamin Gibbard | 2:07 | ||
| Taking It Easy Too Long | Blitzen Trapper | 2:56 | ||
| Detroit Or Buffalo | Neal Casal | 5:07 | ||
| The Whole Night Sky | Bruce Cockburn | 3:54 | ||
| Postcards | The Sadies | 2:41 | ||
| High Water | Uncle Tupelo | 4:14 | ||
| What Makes the Monkey Dance | Chuck Prophet | 4:10 | ||
| One More Night In Brooklyn | Justin Townes Earle | 3:04 | ||
| Nation Of Shopkeepers | Graham Parker | 5:08 | ||
| Vigilante Man | Hindu Love Gods | 2:55 | ||
| Standing In My Shoes | Leo Kottke | 3:59 | ||
| You Couldn't Get Arrested | Green On Red | 5:49 | ||
| Guilty As a Saint | Chuck Prophet | 3:52 | ||
| Killer | Jenifer McKitrick, Chuck Prophet, Katharine Cole, Stephanie Lee, Todd Duda | 5:01 | ||
| Soakin' It In Like a Rag | Owen Ladner | 2:35 | ||
| Slate | Uncle Tupelo | 3:24 | ||
| Let's Take Some Drugs and Drive Around | The Silos, Walter Salas-Humara | 4:17 | ||
| Forever and a Day | Giant Sand | 6:26 | ||
| Only the Song Survives | John Hiatt | 4:00 | ||
| Winner's Casino | Richmond Fontaine | 4:06 | ||
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| How I Wish My Train Would Come | Luther Dickinson | 4:32 | ||
| Wink | Blue Mountain | 3:17 | ||
| No Depression | Uncle Tupelo | 2:20 | ||
| Buddha and the Blues | Anders Osborne | 3:07 | ||
| Terry | James McMurtry | 3:31 | ||
| Last Days of Tecumseh | Grant Lee Buffalo | 1:02 | ||
| I Thought You Were a Spy | World Party | 3:32 | ||
| Only One and Only | Gillian Welch | 5:33 | ||
| Growin' Pain | Peter Wolf | 3:12 | ||
| Anna Leigh | The Sadies | 3:21 | ||
| Stagger Lee | Jeff Lang, Chris Whitley | 7:26 | ||
| I Hate This Farm | Sanderson & Porteous | 3:51 | ||
| Stab At Matter | Bruce Cockburn | 3:44 | ||
| Screen Door | Uncle Tupelo | 2:42 | ||
| Jane S. Paddy | Gerry Arias | 3:48 | ||
| Farther Stars | John Hiatt | 8:49 | ||
| Wichita Ain't so Far Away | The Delines | 2:31 | ||
| Acuff-Rose | Uncle Tupelo | 2:35 | ||
| Ooh Wee | Chuck Prophet | 5:15 | ||
| Wild Country | Chris Whitley | 3:08 | ||
| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | ||
| Cheap Hotel | Ron Sexsmith | 2:18 | ||
| You Can't Always Get What You Want | Bill Morrissey, Greg Brown | 4:46 | ||
| Come What May | Colvin & Earle | 3:11 | ||
| Sunspot Stopwatch | Pete Droge | 4:21 | ||
| Good Things | Kathleen Edwards | 5:51 | ||
| The Dark | Guy Clark | 3:49 | ||
| Like She Was A Hammer | Joe Henry | 4:27 | ||
