| Someday | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 3:40 | |
| Ain't Got a Place | James McMurtry | 2:41 | |
| Everything Gets Gone | William Elliott Whitmore | 4:15 | |
| Working Man Blues | The Devil Makes Three | 3:44 | |
| Pay No Attention to Alice | Patterson Hood | 3:11 | |
| All Good Dogs | Hackensaw Boys | 3:39 | |
| Bird on Broken Wing | The Felice Brothers | 5:14 | |
| Middle Brother | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 3:12 | |
| Change Your Ways or Die | The Cactus Blossoms | 3:25 | |
| Candy | Dave Rawlings Machine | 4:10 | |
| Tonight I Think I'm Gonna Go Downtown | The Flatlanders | 2:41 | |
| Evening Gown | Alejandro Escovedo | 3:28 | |
| Don't Break My Heart Again | Yarn | 3:34 | |
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| I Don't Work in a Bank | Joe Pug | 1:35 | |
| Fingers To The Bone | Brown Bird | 3:11 | |
| Leave The Light On | Chris Smither | 3:47 | |
| The Swimming Song | Loudon Wainwright III | 2:27 | |
| Conservative, Christian, Right Wing Republican, Straight, White, American Males | Todd Snider | 3:17 | |
| Midnight Train | David Rawlings | 3:18 | |
| Chicken Wire | The Felice Brothers | 2:43 | |
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| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | |
| Portland | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 5:05 | |
| I'm Going to Work On Maggie's Farm Forever | Goodnight, Texas | 4:22 | |
| The Ghost | Deer Tick | 3:31 | |
| Look Out Mama | Hurray For The Riff Raff | 3:25 | |
| Two Daughters and a Beautiful Wife | Drive-By Truckers | 3:05 | |
| Drunken Barber's Hand | Slaid Cleaves | 2:41 | |
| All When We Were Young | The Felice Brothers | 3:25 | |
| Friends Like Those | Robert Ellis | 4:07 | |
| Easy | Deer Tick | 3:52 | |
| Wildwood | Chatham County Line | 3:06 | |
| One Hundred Million Years | M. Ward | 2:11 | |
| Don't Bet Against Me | Hackensaw Boys | 3:23 | |
| Unsophisticated Heart | Joe Pug | 3:06 | |
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | |
| Wrong Way to Run | Willy Tea Taylor | 2:34 | |
| Yuma - Remastered | Justin Townes Earle | 3:05 | |
| Still Someone | The Deslondes, Riley Downing | 3:07 | |
| Rachel's Song | James McMurtry | 4:39 | |
| Travelers Paradise | The Cactus Blossoms | 2:58 | |
| Moonshiner | Uncle Tupelo | 4:23 | |
| We Welcome You Home | Possessed by Paul James | 4:32 | |
| Clean Elvis | Dan Reeder | 2:44 | |
| Appalachian Girl | Pert Near Sandstone | 4:18 | |
| I Don't Wanna Grow Up | Hayes Carll | 3:37 | |
| Monster Truck | Ramsay Midwood | 3:30 | |
| Inn Town | Whiskeytown | 5:51 | |
| Magnolia Mountain | Ryan Adams & The Cardinals | 5:51 | |
