| It's Nobody's Fault But Mine | Lucinda Williams | 3:55 | |
| Quiet Corners & Empty Spaces | The Jayhawks | 3:06 | |
| Café Society | Bruce Cockburn | 4:37 | |
| Who Do Call the Shots | Ray Bonneville | 3:56 | |
| Duane Allman | Amy Ray, Susan Tedeschi | 2:51 | |
| A Certain Girl | Shinyribs | 3:14 | |
| Thunderbird | John Hiatt | 4:04 | |
| Tuscaloosa 1962 | Donnie Fritts | 3:22 | |
| Special Rider Blues | Blue Mountain | 5:05 | |
| Desperados Waiting For A Train | Guy Clark | 4:29 | |
| I Ain't Gonna Stand for It | Shannon McNally | 3:32 | |
| Hickory Wind | Buddy Miller, Lucinda Williams | 4:42 | |
| Screen Door | Uncle Tupelo | 2:42 | |
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | |
| One Red Rose | Iris DeMent | 3:07 | |
| I Still Miss Someone | John Doe, The Sadies | 2:19 | |
| Sittin' on Top of the World | The Flatlanders, Joe Ely, Butch Hancock, Jimmie Dale Gilmore | 4:24 | |
| Crossroads - 2008 Remaster | Ry Cooder | 4:24 | |
| Back into Your World | Son Volt | 3:45 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Gunpowder | Patty Griffin | 4:22 | |
| Unlock more with Songs Like X Pro |
| What Can You Tell Me | Chuck Prophet | 3:32 | |
| Uncommon Connection | John Hiatt & The Goners | 4:11 | |
| Right Where I Belong | The Flatlanders | 4:06 | |
| It's The Whiskey That Eases The Pain | Darrell Scott, Danny Thompson, Kenny Malone | 6:15 | |
| Wind Don't Have to Hurry | John Hiatt | 3:47 | |
| Taxes on the Farmer Feeds Us All | Ry Cooder | 3:56 | |
| When I Paint My Masterpiece | Jeff Lang, Chris Whitley | 5:00 | |
| Detroit City | John Doe, The Sadies | 2:55 | |
| Oh Soul | Mary Gauthier | 5:26 | |
| Outlaw for You | Alejandro Escovedo | 3:26 | |
| Bitter Memory | Lucinda Williams | 4:07 | |
| Missing Pieces | John Hiatt & The Goners | 4:06 | |
| My Favorite Picture of You | Guy Clark | 3:32 | |
| Sugar and Riley | Ray Bonneville | 3:34 | |
| The War After the War | Mary Gauthier | 3:44 | |
| Big Love | Little Village | 6:25 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Homework | Peter Wolf | 2:39 | |
| Folks Back Home | Clarence "Gatemouth" Brown | 3:53 | |
| Who's Gonna Build Your Wall? | Tom Russell | 3:46 | |
| 'Till The Money Runs Out | John Hammond | 4:02 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| Old Friends | Guy Clark | 3:12 | |
| Whispering Pines | Boz Scaggs, Lucinda Williams | 4:20 | |
| Stranded In Self-Pity | Warren Haynes, Railroad Earth | 6:36 | |
| The Road Goes On Forever | Joe Ely | 4:33 | |
| Excuse Me While I Break My Own Heart Tonight - Strangers Almanac Album Version | Whiskeytown | 3:14 | |
| I'm Movin' On | Rosanne Cash | 3:44 | |
