| Long Way from Tupelo | Paul Thorn | 4:21 | |
| Kick Me Around | The V-Roys | 3:37 | |
| Why Is My Day so Long | Donnie Fritts | 2:31 | |
| Spittin’ On Fire | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:05 | |
| Dive Bar Sweetheart | Becky Warren | 3:31 | |
| Okeechobee | Wrinkle Neck Mules | 4:23 | |
| Willie Got There First (feat. Seth Avett & Scott Avett) | Asleep At The Wheel, Scott Avett, Seth Avett | 5:24 | |
| Texas Sun | Bastard Sons of Johnny Cash | 3:11 | |
| Christchurch Woman | Justin Townes Earle | 4:11 | |
| Dwight Yoakam | Sarah Shook & the Disarmers | 3:40 | |
| Wishing All These Things Were New | Merle Haggard | 3:20 | |
| Long Time Gone | Darrell Scott, Tim O'Brien | 3:36 | |
| The Rain (Solo Acoustic) - Live | Scott Miller | 3:45 | |
| Where There's a Road | Robbie Fulks | 3:54 | |
| Let's Get Drunk | The Honeycutters | 4:46 | |
| Over The Mountain | The V-Roys | 1:59 | |
| Houston, TX | Deer Tick | 3:44 | |
| Lament | The Gourds | 4:50 | |
| Crazy Lonely | Shinyribs | 3:50 | |
| Country Morning Music | Keith Sykes | 2:27 | |
| Neil Armstrong | Dexateens | 3:10 | |
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| Paper Cowboy | Margo Price | 6:15 | |
| The Cold Hard Facts of Life | John Doe, The Sadies | 3:04 | |
| Love Is Just A Wrecking Ball | Del Barber | 4:20 | |
| House of Stone | Mudcrutch | 3:00 | |
| After the Storm | The Flatlanders | 3:52 | |
| I Push Right Over | Robbie Fulks | 2:19 | |
| Dear Diane | Pete Droge | 4:40 | |
| Smokey Joe's Café | The V-Roys | 2:33 | |
| I Don't Work That Cheap | Bill Kirchen, Commander Cody | 2:52 | |
| Love Is So Sweet | Shaver | 2:14 | |
| Rock Bottom, Pop. 1 | Robbie Fulks | 2:40 | |
| Topanga Cowgirl | Mudcrutch | 3:53 | |
| Whiskey Bottle | Uncle Tupelo | 4:46 | |
| Six Pack of Beer and a Pack of Cigarettes | Erik Koskinen | 3:59 | |
| Lumberlung | Slobberbone | 4:28 | |
| Look the Other Way | Justin Townes Earle | 2:29 | |
| South Wind of Summer | The Flatlanders | 4:46 | |
| Someday/Sometime | Scott Miller | 3:54 | |
| Pass You By | Gillian Welch | 3:57 | |
| Down South in New Orleans | Buddy Miller, Jim Lauderdale | 2:58 | |
| Got My Attention | Bow Thayer, Levon Helm | 4:05 | |
| I Made A Mess Of This Town | Scott Miller | 3:20 | |
| Tobacco Road | Colvin & Earle | 2:49 | |
| My Heart Is Broken | Ryan Adams & The Cardinals | 2:11 | |
| Excuse Me While I Break My Own Heart Tonight - Faithless Street Album Version | Whiskeytown | 3:20 | |
| Monster Truck | Ramsay Midwood | 3:30 | |
| Too Drunk To Dream | Whiskeytown | 2:53 | |
| Lily, Rosemary and the Jack of Hearts | Tom Russell | 9:44 | |
