| Gravity of the Situation | Vic Chesnutt | 4:09 | ||
| Let the Mystery Be | Iris DeMent | 2:50 | ||
| It Wasn't Me | Jenny Lewis, The Watson Twins | 4:12 | ||
| Cheers | Blake Mills | 3:32 | ||
| Return of the Grievous Angel - 2006 Remaster | Gram Parsons | 4:26 | ||
| Free Until They Cut Me Down | Iron & Wine | 4:34 | ||
| Strange Country | Kacy & Clayton | 3:32 | ||
| Hard Drive | Evan Dando | 3:14 | ||
| Nebraska | Bruce Springsteen | 4:29 | ||
| Acuff-Rose | Uncle Tupelo | 2:35 | ||
| Black Star (Live) | Gillian Welch | 5:18 | ||
| Burlap String | Courtney Marie Andrews | 3:57 | ||
| Say Valley Maker | Smog | 5:10 | ||
| Conversation with Death | Brooke Buckner, George Buckner, David Rawlings, Gillian Welch | 6:16 | ||
| Screen Door | Uncle Tupelo | 2:42 | ||
| Method Acting / Cortez The Killer | Dave Rawlings Machine | 10:20 | ||
| Star Girl | Jake Xerxes Fussell | 4:04 | ||
| Once I Was | Tim Buckley | 3:23 | ||
| Cave Man | Chris Smither | 5:23 | ||
| A New Love (Can Be Found) | Daniel Romano | 3:33 | ||
| Give That Man A Road | Gillian Welch | 2:44 | ||
| Unlock more with Songs Like X Pro | ||||
| Souvenirs | John Prine | 3:42 | ||
| Spring Wind | Greg Brown | 4:34 | ||
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | ||
| Not California | Hem | 4:15 | ||
| Winner's Casino | Richmond Fontaine | 4:06 | ||
| No Ordinary Blue | John Prine | 2:56 | ||
| My Winding Wheel | Ryan Adams | 3:12 | ||
| Let the Mystery Be | Iris DeMent | 2:46 | ||
| Flirted With You All My Life | Vic Chesnutt | 4:41 | ||
| So Good | Peter Rowan Bluegrass Band, Gillian Welch, Dave Rawlings | 2:46 | ||
| Pass You By | Gillian Welch | 3:57 | ||
| Silver Raven | Gene Clark | 4:53 | ||
| Anyhow, I Love You | Guy Clark | 3:54 | ||
| Bitch Nation | Dan Reeder | 2:50 | ||
| Gauzy Dress in the Sun | Richard Buckner | 3:11 | ||
| Rudy with a Flashlight | Evan Dando | 2:37 | ||
| Yellow Walls | Jackson C. Frank | 2:59 | ||
| Let's Move To The Country | Smog | 3:05 | ||
| Election Day | Blaze Foley | 2:32 | ||
| Hymn #101 | Joe Pug | 4:40 | ||
| Wonderful Life | The Felice Brothers | 4:02 | ||
| Betting On Trains | Hem | 2:44 | ||
| Make Me a Pallet on Your Floor | Gillian Welch | 2:46 | ||
| Pilgrim (You Can't Go Home) | Dave Rawlings Machine | 7:57 | ||
| Clay Pigeons | Blaze Foley | 4:15 | ||
| Avenues | Whiskeytown | 2:31 | ||
| Hoping Machine | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 4:52 | ||
| Three Hours | Nick Drake | 6:12 | ||
