| Shackles and Chains | Dan Reeder | 2:16 | ||
| All That Matters | Todd Snider | 3:22 | ||
| None'ya | Hayes Carll | 3:28 | ||
| Home in a Boxcar | hoots & hellmouth | 4:21 | ||
| St. Ignatius | Old 97's | 4:15 | ||
| Where in the World Have You Been? | Dead Man Winter | 4:07 | ||
| James Alley Blues | Willie Watson | 4:06 | ||
| Friday XIII | Deer Tick | 2:40 | ||
| Little Silver Heart | Lucero | 4:15 | ||
| I Know It's Wrong (But That's Alright) | Hurray For The Riff Raff | 2:58 | ||
| Portland | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 5:05 | ||
| Nation of Heat | Joe Pug | 4:19 | ||
| Greencastle Blues | Todd Snider | 4:31 | ||
| Mother Earth | Willie Watson | 3:36 | ||
| Back Down Here On Earth | Possessed by Paul James | 3:41 | ||
| Steam Powered Aereo Plane | John Hartford | 3:43 | ||
| Wasteland | Dead Man Winter | 4:42 | ||
| I Drink Beer | Dan Reeder | 2:53 | ||
| I'm Good Now | Bob Schneider | 2:52 | ||
| The Asp and the Albatross | Freakwater | 3:10 | ||
| Conservative, Christian, Right Wing Republican, Straight, White, American Males | Todd Snider | 3:17 | ||
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| Leaves and Kings | Josh Ritter | 3:27 | ||
| Annalee | Yonder Mountain String Band | 3:55 | ||
| Pay No Attention to Alice | Patterson Hood | 3:11 | ||
| Green Rocky Road | Spirit Family Reunion | 2:38 | ||
| Wish the Worst | Old 97's | 4:32 | ||
| Iron Mike's Main Man's Last Request | Todd Snider | 3:15 | ||
| Smile | The Bottle Rockets | 2:25 | ||
| Motor City Man | South Austin Jug Band | 3:24 | ||
| Pearl Harbor Pistol | Jeffrey Foucault | 4:35 | ||
| No Separation | Spirit Family Reunion | 3:28 | ||
| Lament | The Gourds | 4:50 | ||
| Not Feeling Any Pain | William Elliott Whitmore | 6:02 | ||
| Hundred Dollar Valentine | Chris Smither | 3:05 | ||
| Just By Myself | Greg Brown | 6:50 | ||
| Champaign, Illinois | Old 97's | 3:25 | ||
| Thanks for Nothing | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 3:44 | ||
| The Very Last Time | Todd Snider | 2:54 | ||
| Bloody 98 | Blue Mountain | 2:47 | ||
| Sidelong | Sarah Shook & the Disarmers | 4:10 | ||
| Drinkin' Days | Slaid Cleaves | 4:52 | ||
| One Good Year | Slaid Cleaves | 4:26 | ||
| Tennessee Jed | Levon Helm | 5:58 | ||
| Always A Friend | Alejandro Escovedo | 3:35 | ||
| Inn Town | Whiskeytown | 5:51 | ||
| Pontiac | Fred Eaglesmith | 4:48 | ||
| Valley Road | James McMurtry | 4:45 | ||
| Make Me Down A Pallet On Your Floor | The Wood Brothers | 3:40 | ||
| The Ballad Of Spider John | Sam Bush | 4:24 | ||
