| A Chance Counsel | Richard Buckner | 4:50 | |
| Jimmy Carter | Blue Mountain | 2:24 | |
| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | |
| I Do Believe | Drive-By Truckers | 3:31 | |
| The Needle Has Landed | Neko Case | 3:45 | |
| I Hear Them All | Dave Rawlings Machine | 2:27 | |
| Letters & Drawings | Damien Jurado | 5:25 | |
| Greatest Show on Earth | The Felice Brothers | 5:30 | |
| Wasteland | Dan Bern | 6:38 | |
| O! Grace | Magnolia Electric Co. | 3:27 | |
| Parallel Bars | Robbie Fulks | 3:07 | |
| Pay No Attention to Alice | Patterson Hood | 3:11 | |
| Idle (The Rabbit Song) | Hem | 3:44 | |
| Let's Talk Dirty in Hawaiian | Those Darlins | 3:37 | |
| Hundred Dollar Valentine | Chris Smither | 3:05 | |
| That's Not the Issue - 2017 Remaster | Wilco | 3:20 | |
| Tall Green Grass | Cory Branan | 3:40 | |
| Rachel's Song | James McMurtry | 4:39 | |
| You Won't Find Me | Amelia Curran | 3:23 | |
| Winner's Casino | Richmond Fontaine | 4:06 | |
| Are We Ever Gonna Have Sex Again? | Amy Rigby | 2:52 | |
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| The Ballad of the Kingsmen | Todd Snider | 5:03 | |
| It Wasn't Me | Jenny Lewis, The Watson Twins | 4:12 | |
| We're All In This Together | Old Crow Medicine Show | 4:49 | |
| One Fast Move or I'm Gone | Jay Farrar, Benjamin Gibbard | 4:15 | |
| Two Daughters and a Beautiful Wife | Drive-By Truckers | 3:05 | |
| We've Never Lied | Jessica Lea Mayfield | 2:49 | |
| Acid Tongue | Jenny Lewis | 3:50 | |
| Two of Us | Aimee Mann | 3:30 | |
| Gone for Good - 2023 Remaster | The Shins | 3:12 | |
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | |
| People Got A Lotta Nerve | Neko Case | 2:31 | |
| Relatively Easy | Jason Isbell | 4:45 | |
| East Of The Sun (And West Of The Moon) (feat. Neko Case) | Jon Rauhouse, Neko Case | 1:50 | |
| Gauzy Dress in the Sun | Richard Buckner | 3:11 | |
| Go Ahead | Rilo Kiley | 3:34 | |
| Old Enough (feat. Ricky Scaggs and Ashley Monroe) | The Raconteurs, Ricky Scaggs, Ashley Monroe | 5:45 | |
| Desperate & Depressed | Margo Price | 3:31 | |
| Bowling Green | Neko Case, Her Boyfriends | 2:17 | |
| The Bleeding Heart Show | The New Pornographers | 4:27 | |
| Avenues | Whiskeytown | 2:31 | |
| By Way Of Sorrow | Julie Miller | 2:51 | |
| Danny’s Song | Tift Merritt | 2:08 | |
| The Phoenix | Sarah Harmer | 3:55 | |
| Always A Friend | Alejandro Escovedo | 3:35 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| Midway Park | Whiskeytown | 3:23 | |
| Baby Boomer | Monsters Of Folk | 2:53 | |
| Don't Carry It All | The Decemberists | 4:16 | |