| Sweet Spot | Tift Merritt | 2:50 | |
| Winsome Smile | Chris Smither | 3:34 | |
| Like It Used To Be | Allison Moorer | 3:19 | |
| Soulful Wind | Nick Lowe | 3:00 | |
| Orphan of the Storm | Mudcrutch | 4:06 | |
| He Was the King | Neil Young | 6:07 | |
| The El | Rhett Miller | 3:09 | |
| Let the Mystery Be | 10,000 Maniacs | 3:08 | |
| Things to Do in Denver When You're Dead - 2008 Remaster | Warren Zevon | 2:52 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Fly Back Home | John Hiatt & The Goners | 4:44 | |
| Leopard-Skin Pill-Box Hat | Raphael Saadiq | 3:41 | |
| Five Hearts Breaking | Alejandro Escovedo | 4:10 | |
| Hickory Wind | Buddy Miller, Lucinda Williams | 4:42 | |
| Felony Glamour | Chuck Prophet | 3:34 | |
| You Give it All Away | Dar Williams | 2:47 | |
| Simple Twist of Fate | Jeff Tweedy | 3:43 | |
| Poor Poor Pitiful Me | Warren Zevon | 3:05 | |
| Just How Lonely | Southern Culture on the Skids | 3:36 | |
| Don't Call Me Stranger | Chris Smither | 4:08 | |
| Something Wicked This Way Comes | Lucinda Williams | 5:45 | |
| Unlock more with Songs Like X Pro |
| It Sure Was Better Back Then | Steve Forbert | 2:57 | |
| How Bad's the Coffee | John Hiatt & The Goners | 3:56 | |
| Jimmy Carter | Blue Mountain | 2:24 | |
| Old Friends | Chuck Prophet | 3:56 | |
| To Live's to Fly | Townes Van Zandt | 3:39 | |
| You Cannot Win If You Do Not Play | Steve Forbert | 4:32 | |
| Oh, Mama, Come Home | Jakob Dylan | 2:26 | |
| L.A. Freeway | Guy Clark | 4:56 | |
| Oh Soul | Mary Gauthier | 5:26 | |
| The Rock and the Hill | Allison Moorer | 3:39 | |
| Barstool Boys | Marah | 3:04 | |
| The Other Side of the Mountain | Mudcrutch | 3:16 | |
| It Was Always So Easy (To Find An Unhappy Woman) | Peter Wolf | 2:40 | |
| Killing the Blues | Robert Plant, Alison Krauss | 4:15 | |
| I Made A Mess Of This Town | Scott Miller | 3:20 | |
| I Drink | Mary Gauthier | 4:30 | |
| Midway Park | Whiskeytown | 3:23 | |
| You Gotta Sin To Be Saved | Maria McKee | 5:52 | |
| Hard Luck Story | Whiskeytown | 2:07 | |
| Seeing Black | Lucinda Williams | 5:14 | |
| Lawless Times | John Mellencamp | 3:51 | |
| Little Darlin' | Buddy & Julie Miller | 3:31 | |
| Got You Covered | Blackie & The Rodeo Kings, Rosanne Cash | 3:47 | |
| Still I Long For Your Kiss | Lucinda Williams | 4:09 | |
| Too Drunk To Dream | Whiskeytown | 2:53 | |
| Fortune Teller | Robert Plant, Alison Krauss | 4:30 | |
| These Days | Gregg Allman | 3:57 | |
| Dust | Charles Lloyd, Lucinda Williams | 7:58 | |
