| I Am Trying to Break Your Heart | Jeff Tweedy | 3:40 | ||
| Big Cheeseburgers & Good French Fries | Blaze Foley | 2:14 | ||
| Cover Me With Roses | Jackson C. Frank | 2:31 | ||
| Quite a Feelin' | Barna Howard | 4:09 | ||
| Empty Hearted Town | Warren Zevon | 3:06 | ||
| Astral Weeks - 1999 Remaster | Van Morrison | 7:06 | ||
| Goin' back to Harlan (Aka Appalachian Dream) | Kate & Anna McGarrigle | 4:57 | ||
| Boots of Spanish Leather | Nanci Griffith | 5:17 | ||
| A New Love (Can Be Found) | Daniel Romano | 3:33 | ||
| To Be Young (Is To Be Sad, Is To Be High) | Dave Rawlings Machine | 3:48 | ||
| Tonight I Think I'm Gonna Go Downtown | The Flatlanders | 2:41 | ||
| Buckets of Rain - Live | Neko Case | 2:48 | ||
| Screen Door | Uncle Tupelo | 2:42 | ||
| All Around The Kitchen | Dan Zanes, Friends, Loudon Wainwright III | 2:49 | ||
| Cortez Sail | Terry Allen | 6:10 | ||
| I Paint a Design | Michael Hurley | 5:49 | ||
| Goldfish - Remastered | Roy Harper | 2:47 | ||
| History of Lovers | Calexico, Iron & Wine | 3:09 | ||
| I'm Writing a Novel | Father John Misty | 3:35 | ||
| Me & Magdalena | The Monkees | 3:33 | ||
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | ||
| Unlock more with Songs Like X Pro | ||||
| Greatest Show on Earth | The Felice Brothers | 5:30 | ||
| Whatever Happened To Us | Loudon Wainwright III | 2:02 | ||
| Hard Bargain | Ron Sexsmith | 3:12 | ||
| It's Not Happening | The Be Good Tanyas | 2:41 | ||
| Going To The Country | Bruce Cockburn | 3:16 | ||
| Willin' | Little Feat | 2:54 | ||
| Do It | Jesse Winchester | 1:27 | ||
| How's About You | Dave Rawlings Machine | 3:54 | ||
| Dead Skunk | Loudon Wainwright III | 3:05 | ||
| Buzzin' Fly | Tim Buckley | 6:04 | ||
| Graceland | Justin Townes Earle | 3:14 | ||
| Powder Blue | The Cactus Blossoms | 2:23 | ||
| Over the Red Cedar | Charlie Parr | 4:19 | ||
| I Don't Like The Man I Am | Pete Molinari | 3:34 | ||
| Furr | Blitzen Trapper | 4:07 | ||
| The Ballad of the Kingsmen | Todd Snider | 5:03 | ||
| Reason to Believe | Karen Dalton | 2:24 | ||
| Mohammed's Radio | Warren Zevon | 3:43 | ||
| The Learned Man | F. J. McMahon | 2:40 | ||
| The Light Of Day | Kacy & Clayton | 2:52 | ||
| Madame George - 1999 Remaster | Van Morrison | 9:45 | ||
| Wish I Had Not Said That | J.J. Cale | 3:22 | ||
| Let The Mermaids Flirt With Me | Mississippi John Hurt | 3:21 | ||
| The Other Side Of This Life | Fred Neil | 4:43 | ||
| Drifters Wife | J.J. Cale | 1:40 | ||
| Since She Started to Ride | Jonathan Richman | 2:32 | ||
| Woody | Hayden | 1:53 | ||
| May You Never | John Martyn | 3:40 | ||
