| Willin' | Little Feat | 2:54 | |
| Devil's in the Jukebox (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 3:59 | |
| Katie | Fred Eaglesmith | 3:42 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Nine Volt Heart | Dave Alvin | 4:57 | |
| My Baby Drives | Justin Townes Earle | 2:13 | |
| If I Had a Rose | Bruce Robison, Kelly Willis | 3:20 | |
| Nobody Gives a Damn About Songs Anymore | John Moreland | 3:15 | |
| Dry Town - Demo | Gillian Welch | 2:55 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Jenny of the Roses | Hiss Golden Messenger | 3:38 | |
| Goddamn Lonely Love - Remastered | Drive-By Truckers | 5:01 | |
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| Bag of Weed | Grayson Capps | 5:44 | |
| Learning to Lose (feat. Willie Nelson) | Margo Price, Willie Nelson | 6:19 | |
| Solving Problems | Brent Cobb | 2:34 | |
| I Can Help | Charley Crockett | 3:38 | |
| Carved In Stone | The Subdudes | 3:14 | |
| Wrote A Song For Everyone | Mavis Staples | 3:47 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Heavenly Home | The Deslondes, Sam Doores | 4:07 | |
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| You Are My Home | Amanda Shires | 3:39 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| Hymn #35 | Joe Pug | 3:11 | |
| Still Be Around | Uncle Tupelo | 2:44 | |
| To Be Young (Is To Be Sad, Is To Be High) | Dave Rawlings Machine | 3:48 | |
| Look the Other Way | Justin Townes Earle | 2:29 | |
| (If You Need The) 442 | Shinyribs | 3:19 | |
| Dusty Old Man | Tift Merritt | 3:47 | |
| Got My Attention | Bow Thayer, Levon Helm | 4:05 | |
| Desperado | The Cactus Blossoms | 2:46 | |
| Learning To Cry | Justin Townes Earle | 2:41 | |
| Long Time Gone | Darrell Scott, Tim O'Brien | 3:36 | |
| South Dakota Wild One | The Deslondes, Riley Downing | 3:23 | |
| Wilder Than Her | Fred Eaglesmith | 4:54 | |
| Money (That's What I Want) - From Jim Beam's Live Music Series | David Gray | 3:54 | |
| Midnight Special | Willie Watson | 4:38 | |
| Time Stands Still | Chris Smither | 3:45 | |
| Half-Broke Horse | Eilen Jewell | 3:26 | |
| House of the White Rose Boquet | Ray Wylie Hubbard | 3:23 | |
| Fourth Of July | Dave Alvin | 4:35 | |
| Let It Ride | Ryan Adams & The Cardinals | 3:23 | |
| When I Go Away | Levon Helm | 4:32 | |
| Jacksonville Skyline | Whiskeytown | 3:00 | |
| My Heart Is Broken | Ryan Adams & The Cardinals | 2:11 | |
| Blackjack David | Dave Alvin | 4:59 | |
| Streets Of Baltimore | The Little Willies | 3:06 | |
| Valley Road | James McMurtry | 4:45 | |
| Dust Down A Country Road | John Hiatt | 4:04 | |
