| Outskirts | James McMurtry | 4:07 | |
| Slipping (Into Something) | The Feelies | 5:58 | |
| Come A TIme | Jenifer McKitrick, Chuck Prophet, Dawn Richardson, Chris von Sneidern, Katharine Cole, Tony Marsico | 5:05 | |
| Simple Twist of Fate | Jeff Tweedy | 3:43 | |
| Killing Machine | Chuck Prophet | 3:34 | |
| Mostly Water | Bap Kennedy | 3:23 | |
| Lonesome Whistle | Billy Bragg, Joe Henry | 2:53 | |
| Radio King | Golden Smog | 3:09 | |
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| Crystal River | Mudcrutch | 9:28 | |
| Change Your Ways or Die | The Cactus Blossoms | 3:25 | |
| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | |
| So Far Gone | Jenifer McKitrick, Chuck Prophet, Katharine Cole, Tony Marsico, Dawn Richardson | 3:23 | |
| I Can Help (feat. Tom Waits) | The Replacements, Tom Waits | 3:03 | |
| Ford Econoline | Chuck Prophet | 3:41 | |
| Screen Door | Uncle Tupelo | 2:42 | |
| Steve Forbert's Midsummer Night's Toast | Steve Forbert | 2:48 | |
| Evening Gown | Alejandro Escovedo | 3:28 | |
| Mr. Rabbit | Paul Westerberg | 2:25 | |
| Faraway You | Marah | 3:31 | |
| Big Road | David Bromberg | 4:24 | |
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| I Still Miss Someone | John Doe, The Sadies | 2:19 | |
| Look the Other Way | Justin Townes Earle | 2:29 | |
| Pork and Beans | Jake Xerxes Fussell | 4:02 | |
| Since I Met You | Jenifer McKitrick, Chuck Prophet, Katharine Cole, Tony Marsico, Dawn Richardson | 3:22 | |
| The Dreaming Dead | Jesse Sykes & The Sweet Hereafter | 6:03 | |
| Red Headed Stepchild | Golden Smog | 3:08 | |
| Ten Second News - 2015 Remaster | Son Volt | 3:55 | |
| Life Worth Livin' | Uncle Tupelo | 3:32 | |
| I Burn Today | Frank Black | 4:05 | |
| Freight Train | Dexateens | 2:05 | |
| Love Starvation | Nick Lowe | 2:45 | |
| Post To Wire | Richmond Fontaine | 2:13 | |
| Alimony | Ry Cooder | 2:55 | |
| 12 Bar Blues | Aaron Lee Tasjan | 5:04 | |
| Oval Room | Blaze Foley | 4:04 | |
| You Couldn't Get Arrested | Green On Red | 5:49 | |
| Rise | Chuck Prophet | 3:00 | |
| Jazz on the Autobahn | The Felice Brothers | 4:32 | |
| Sometimes Found | The Bottle Rockets | 4:12 | |
| Desperados Under the Eaves | Warren Zevon | 3:43 | |
| Stop the World and Let Me Off | John Doe, The Sadies | 3:42 | |
| Harlem River Blues | Justin Townes Earle | 2:48 | |
| I Wanna Be Your Dog | Uncle Tupelo | 3:02 | |
| Put Down The Gun | Peter Case | 3:41 | |
| Excuse Me While I Break My Own Heart Tonight - Strangers Almanac Album Version | Whiskeytown | 3:14 | |
| April Fool | Pete Townshend, Ronnie Lane | 3:34 | |
| Monkey To Man | Elvis Costello & The Imposters | 4:28 | |
| King's Highway | Joe Henry | 3:47 | |