| Dirty Life and Times | Warren Zevon | 3:15 | ||
| Second Option | Caitlin Cary, Thad Cockrell | 3:15 | ||
| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | ||
| It's Too Easy | Dave Rawlings Machine | 3:08 | ||
| I Still Miss Someone | John Doe, The Sadies | 2:19 | ||
| Cortez Sail | Terry Allen | 6:10 | ||
| Let The Waters Rise - Remastered | Justin Townes Earle | 2:42 | ||
| Aunt Avis | Vic Chesnutt | 3:05 | ||
| Oh Soul | Mary Gauthier | 5:26 | ||
| Sweet Lil' gal (23rd/1st) | Ryan Adams | 3:38 | ||
| Favorite | Neko Case | 3:16 | ||
| Leave The Light On | Chris Smither | 3:47 | ||
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | ||
| Myrna Lee | Blue Mountain | 3:45 | ||
| Still Feeling Blue - 2002 Remaster | Gram Parsons | 2:43 | ||
| Accidentally Like a Martyr | Warren Zevon | 3:06 | ||
| Watch Me Fall | Uncle Tupelo | 2:12 | ||
| Thrice All American | Neko Case | 3:13 | ||
| Silo | Scud Mountain Boys | 3:45 | ||
| Shakedown on 9th Street | Ryan Adams | 2:52 | ||
| Reasons To Quit | Phosphorescent | 3:13 | ||
| Unlock more with Songs Like X Pro | ||||
| Old Shoes | Tom Waits | 4:25 | ||
| Post To Wire | Richmond Fontaine | 2:13 | ||
| Got Your Six | Mary Gauthier | 2:38 | ||
| I Dreamed I Saw St. Augustine | John Doe | 3:13 | ||
| Cold River | John Hiatt | 5:34 | ||
| South Tacoma Way | Neko Case | 4:51 | ||
| Ourselves to Know | Warren Zevon | 3:17 | ||
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | ||
| He Was the King | Neil Young | 6:07 | ||
| Midnight At the Movies | Justin Townes Earle | 3:22 | ||
| Expiration Day | Brute, Widespread Panic, Vic Chesnutt | 4:32 | ||
| High Water | Uncle Tupelo | 4:14 | ||
| Pinball Song | Slobberbone | 4:36 | ||
| Laughing River | Greg Brown | 4:19 | ||
| $87 and a guilty Conscience That Gets Worse the Longer I Go | Richmond Fontaine | 3:34 | ||
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | ||
| Still Not Home | Tift Merritt | 3:48 | ||
| Tonight I Think I'm Gonna Go Downtown | Jimmie Dale Gilmore | 2:54 | ||
| Dunk You in the River | Slobberbone | 3:14 | ||
| You'll Never Again Be Mine | Levon Helm | 3:09 | ||
| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | ||
| If I Had Known | Greg Brown | 3:25 | ||
| Flatness | Uncle Tupelo | 2:58 | ||
| I Gotta Get Drunk | Phosphorescent | 3:38 | ||
| 'Til I Get It Right | John Doe, The Sadies | 3:19 | ||
| Ohio Air Show Plane Crash | Joe Henry | 6:29 | ||
| Horseshoe Lounge | Slaid Cleaves | 3:02 | ||
| Anchor | Alejandro Escovedo | 3:30 | ||
