| The Night I Learned How Not to Pray | Iris DeMent | 4:24 | |
| $87 and a guilty Conscience That Gets Worse the Longer I Go | Richmond Fontaine | 3:34 | |
| Where I Fell | Robbie Fulks | 3:14 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| Let's Just Be Friends for Tonight | Zoe Muth and the Lost High Rollers | 3:46 | |
| The Water Wars | Richmond Fontaine | 3:21 | |
| Trust Jesus | Slobberbone | 4:14 | |
| Walkin' | Phosphorescent | 3:44 | |
| Hush, Sorrow | Buddy & Julie Miller, Buddy Miller, Julie Miller | 4:02 | |
| Fifty Miles of Elbow Room | Iris DeMent | 3:12 | |
| Pay No Attention to Alice | Patterson Hood | 3:11 | |
| All the Best | My Morning Jacket | 3:16 | |
| Golden Age Of Radio | Josh Ritter | 3:26 | |
| Kansas | Fred Eaglesmith | 3:44 | |
| Wantin' Her Again | Ben Kweller | 2:42 | |
| Pick up the Change - 2017 Remaster | Wilco | 2:55 | |
| After the Damage | Patterson Hood | 4:34 | |
| Lonely Old Lies | Neko Case, Her Boyfriends | 3:40 | |
| Gone | John Hiatt | 2:57 | |
| One Part, Two Part | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:43 | |
| Winner's Casino | Richmond Fontaine | 4:06 | |
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| I Don't Know Anybody in This Town | Greg Brown | 3:27 | |
| New Orleans | Trampled by Turtles | 3:31 | |
| Thanks A Lot | Neko Case, Her Boyfriends | 2:37 | |
| Ain't No End | The Jayhawks | 3:48 | |
| Violence in the Snowy Fields | Dolorean | 3:21 | |
| Granddaddy | Patterson Hood | 2:39 | |
| Lookin' for Me Somewhere | Bodeans | 3:01 | |
| Winsome Smile | Chris Smither | 3:34 | |
| Hallelujah Shine | The Gourds | 3:36 | |
| Houston, TX | Deer Tick | 3:44 | |
| Broken Bottle | Alejandro Escovedo | 3:52 | |
| Call It What You Will | Joe Pug | 2:56 | |
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | |
| Middle Child | Daniel Romano | 3:48 | |
| Better Off Without | Patterson Hood | 2:39 | |
| California | Jay Farrar | 4:21 | |
| South Tacoma Way | Neko Case | 4:51 | |
| Melinda Down the Line | Ian Fitzgerald | 5:06 | |
| At My Window Sad And Lonely | Billy Bragg, Wilco | 3:27 | |
| How Do You Keep Love Alive | Ryan Adams & The Cardinals | 3:12 | |
| Drinkin' Days | Slaid Cleaves | 4:25 | |
| I'm Out To Get | Billy Bragg, Wilco | 3:58 | |
| Cherry Lane | Ryan Adams & The Cardinals | 4:31 | |
| Lay Down My Brother | Robert Earl Keen | 5:33 | |
| The Unwelcome Guest | Billy Bragg, Wilco | 5:05 | |
| Hoping Machine | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 4:52 | |
| East of Woodstock, West of Viet Nam | Tom Russell | 4:24 | |
| Dear John | Ryan Adams & The Cardinals, Norah Jones | 4:35 | |