| Only the Song Survives | John Hiatt | 4:00 | |
| Indianapolis | The Bottle Rockets | 3:32 | |
| Too Stoned to Cry | Andrew Combs | 3:37 | |
| Ben McCulloch | Steve Earle | 4:09 | |
| Bring Them Home (If You Love Your Uncle Sam) | Pete Seeger, Billy Bragg, Ani DiFranco, Steve Earle | 3:44 | |
| Rabbit | Ray Wylie Hubbard | 3:14 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Pocket Full of Rain | Steve Earle | 3:13 | |
| Still Feeling Blue - 2002 Remaster | Gram Parsons | 2:43 | |
| HoBo | Charlie Parr | 3:47 | |
| Whiskey Angel | The Black Lillies | 4:52 | |
| Oh Soul | Mary Gauthier | 5:26 | |
| Airplane | David Rawlings | 4:44 | |
| Spittin’ On Fire | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:05 | |
| Old Mexico | Marty Stuart And His Fabulous Superlatives | 2:45 | |
| Willy the Wandering Gypsy and Me | Billy Joe Shaver | 2:29 | |
| Who's Gonna Raise These Babies? (feat. Michael Trent) | Cary Ann Hearst | 3:16 | |
| Leaving Chattanooga | Wrinkle Neck Mules | 3:03 | |
| Candy | Dave Rawlings Machine | 4:10 | |
| Sweet Old World | Lucinda Williams | 4:03 | |
| Sandusky | Uncle Tupelo | 3:43 | |
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| Gold and Roses | The Black Lillies | 4:16 | |
| Call It What You Will | Joe Pug | 2:56 | |
| Marie | Steve Earle | 4:52 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Where I Fell | Robbie Fulks | 3:14 | |
| Two Girls | The Gourds | 3:35 | |
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | |
| Off This Mountaintop | Ian Noe | 3:32 | |
| Reconsider Me | Reckless Kelly, Steve Earle | 2:35 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| Get A Better One | Chris Smither | 2:46 | |
| Tell the Devil I'm Gettin' there as Fast as I Can | Ray Wylie Hubbard | 5:47 | |
| My Old Friend The Blues | Steve Earle | 3:03 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Red Bandanna Blues | Adam Carroll | 4:00 | |
| Harlan Man | Steve Earle, The Del McCoury Band | 3:20 | |
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | |
| Country Love | The Gourds | 2:43 | |
| Down The Big Road Blues | Lucinda Williams | 4:07 | |
| Bad Trick | Ray Wylie Hubbard, Ringo Starr, Don Was, Joe Walsh, Chris Robinson | 4:01 | |
| Jacksonville Skyline | Whiskeytown | 3:00 | |
| Bottom Of The World | Alejandro Escovedo | 3:04 | |
| Sister's Coming Home/Down At The Corner Beer Joint - Live | Margo Price, Steve Earle | 3:09 | |
| Water In The Fuel | Fred Eaglesmith | 5:21 | |
| Long Black Veil | Rosanne Cash, Jeff Tweedy | 3:10 | |
| Monster Truck | Ramsay Midwood | 3:30 | |
| You Ain't Going Nowhere | Nitty Gritty Dirt Band | 3:52 | |
| Faithless Street | Whiskeytown | 3:55 | |