| The Trip | Dave Rawlings Machine | 10:55 | ||
| Knowing That You're Mine | Daniel Romano | 3:36 | ||
| All My Money | Dan Reeder | 2:41 | ||
| Bolshevik and Bollweevil | Freakwater | 4:27 | ||
| Tell Her What I Said | The Sadies | 4:53 | ||
| Pick Up The Tempo | Phosphorescent | 3:17 | ||
| Let the Mystery Be | Iris DeMent | 2:50 | ||
| Your Sweet and Shiny Eyes - 2008 Remaster | Bonnie Raitt | 2:47 | ||
| Before I Wake | John Doe, The Sadies | 2:31 | ||
| Infamous Angel | Iris DeMent | 3:46 | ||
| Oui (a French Song) | Terry Allen | 2:21 | ||
| Irene Wilde | Alejandro Escovedo | 2:51 | ||
| Gone to Stay | Freakwater | 4:56 | ||
| The Silver Dagger | Old Crow Medicine Show | 4:06 | ||
| Wildwood | Chatham County Line | 3:06 | ||
| James Alley Blues | Willie Watson | 4:06 | ||
| Always On The Ride | Richmond Fontaine | 3:36 | ||
| Silver Wings | The Knitters | 2:14 | ||
| Sally! | The Felice Brothers | 1:30 | ||
| Pay No Attention to Alice | Patterson Hood | 3:11 | ||
| Boat's up the River | Jake Xerxes Fussell | 4:04 | ||
| Unlock more with Songs Like X Pro | ||||
| Lost Love | Golden Smog | 3:00 | ||
| It's Too Easy | Dave Rawlings Machine | 3:08 | ||
| 'Til I Get It Right | John Doe, The Sadies | 3:19 | ||
| Are You Ready | Freakwater | 2:30 | ||
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | ||
| Holy Water | Jonny Fritz | 2:40 | ||
| Dancing on the Wing | The Felice Brothers | 4:28 | ||
| Jesus Was a Social Drinker | Chuck Prophet | 4:54 | ||
| The Running Kind | Zoe Muth | 3:07 | ||
| The Real Deal | The Deslondes, Sam Doores, Riley Downing | 2:42 | ||
| Montgomery in the Rain | Steve Young | 4:25 | ||
| The Whiskey Makes You Sweeter | Laura Cantrell | 5:07 | ||
| Glass of Wine | Paul Burch, Ralph Stanley | 3:21 | ||
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | ||
| You're Dreaming | The Cactus Blossoms | 3:25 | ||
| Three Chords | Dan Reeder | 0:59 | ||
| The Last Pharaoh | Dave Rawlings Machine | 3:37 | ||
| Raggy Levy | Jake Xerxes Fussell | 3:59 | ||
| Through Strange Eyes | The Sadies | 2:52 | ||
| I Wish It Would Rain | Rodney Crowell | 3:28 | ||
| Pull | Richard Buckner | 2:40 | ||
| Poor Old Dirt Farmer | Levon Helm | 3:52 | ||
| Keeper of the Mountain | Jimmie Dale Gilmore, The Flatlanders | 2:47 | ||
| Through The Morning, Through The Night | Dillard & Clark | 4:04 | ||
| Hog Of The Forsaken | Michael Hurley | 3:35 | ||
| Let Him Go on Mama | John Hartford | 3:49 | ||
| These Lonely Nights | Willie Nelson | 3:29 | ||
| Too Drunk To Dream | Whiskeytown | 2:53 | ||
