| Moondog | Joseph Huber | 3:22 | |
| Silver and Gold | Trampled by Turtles | 2:47 | |
| Workin’s Too Hard | Rayna Gellert | 3:36 | |
| He's a Lone Ranger | Dom Flemons | 3:41 | |
| Satisfied | Woody Pines | 4:06 | |
| Love Is Just A Wrecking Ball | Del Barber | 4:20 | |
| Bottom Dollar | Mile Twelve | 2:46 | |
| Hell of a Time | TK & The Holy Know-Nothings | 3:54 | |
| I Gotta Get Drunk | Redbird | 2:01 | |
| What They Say | Chris Smither | 2:46 | |
| King Brewster | Paula Boggs Band, Dom Flemons | 3:09 | |
| One Foot in the Grave | Kieran Kane, Rayna Gellert | 3:00 | |
| Keep On Truckin' | Dom Flemons | 2:46 | |
| House of the White Rose Boquet | Ray Wylie Hubbard | 3:23 | |
| Heart Over Mind - GemsOnVHS Field Recording | Todd Day Wait, GemsOnVHS | 2:22 | |
| Long Way to Texas | Yarn | 3:00 | |
| Sing A Song | Gus Clark & the Least of His Problems | 3:25 | |
| My Old Kentucky Home | The Local Honeys | 3:46 | |
| Keep It Clean | Willie Watson | 3:35 | |
| You’ve Got This | Jim Lauderdale | 2:33 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
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| Lonely All the Time | Watchhouse | 3:07 | |
| Ain't Got a Place | James McMurtry | 2:41 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| Hundred Dollar Valentine | Chris Smither | 3:05 | |
| Old Folks at Home (Live) | Stephen Foster, Timothy Berens, Dom Flemons, Cincinnati Pops Orchestra, John Morris Russell | 5:02 | |
| All over Now | Woody Pines | 3:05 | |
| Odds of Getting Even | Caitlin Canty | 3:15 | |
| Miss'ippi | Nick Shoulders | 3:23 | |
| One Dollar Bill | Dom Flemons | 3:42 | |
| If Tommy Duncan's Voice Was Booze | Brennen Leigh, Asleep At The Wheel | 3:16 | |
| I Just Lived a Country Song | Robbie Fulks, Linda Gail Lewis | 4:10 | |
| River Fool | Ian Noe | 3:05 | |
| Slow on the Gulf | Tony Kamel | 3:47 | |
| Ain't Waitin' | Justin Townes Earle | 2:16 | |
| Live Real Lean | Sad Daddy | 3:07 | |
| Swept Away | Missy Raines, Alison Brown, Becky Buller, Molly Tuttle, Sierra Hull | 3:56 | |
| Wrong Way to Run | Willy Tea Taylor | 2:34 | |
| San Francisco Baby | Dom Flemons | 3:31 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Crazy Eyed Woman | Woody Pines | 2:44 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| I Don't Care - Remastered | Justin Townes Earle | 1:55 | |
| Lonesome Old River Blues | Dom Flemons | 2:42 | |
| Johnson Boys | The East River String Band, Dom Flemons | 2:58 | |
| Ain't No Trouble To Me | Guy Clark | 3:01 | |
| Nellie Kane | Hot Rize | 2:58 | |
| Crocodile Man | Chris Smither | 3:33 | |
| I Wanna Boogie | Boot Hanks, Dom Flemons | 1:43 | |