| Jimmy Carter | Blue Mountain | 2:24 | ||
| Hard Bargain | Ron Sexsmith | 3:12 | ||
| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | ||
| Pick Up The Tempo | Phosphorescent | 3:17 | ||
| Ohio River Boat Song | Will Oldham | 3:44 | ||
| Lost In The Backyard | James McMurtry | 4:11 | ||
| Beautiful Question | Richard Buckner | 2:53 | ||
| Never A Forced Smile | Daniel Romano | 4:04 | ||
| Steal Your Heart Away | Watkins Family Hour, Sara Watkins, Sean Watkins | 2:45 | ||
| Old Shoes | Tom Waits | 4:25 | ||
| Sponge | Vic Chesnutt | 3:32 | ||
| Don't You Fall | The Be Good Tanyas | 3:38 | ||
| Banjo Moon | Greg Brown | 7:10 | ||
| Boots of Spanish Leather | Nanci Griffith | 5:17 | ||
| Last Days of Tecumseh | Grant Lee Buffalo | 1:02 | ||
| Last to Know | Alejandro Escovedo | 5:01 | ||
| Massachusetts | Scud Mountain Boys | 3:14 | ||
| Beauty Way | Eliza Gilkyson | 3:02 | ||
| History of Lovers | Calexico, Iron & Wine | 3:09 | ||
| Six Years | Richard Buckner | 3:11 | ||
| The Poet Game | Greg Brown | 5:32 | ||
| Unlock more with Songs Like X Pro | ||||
| Yuma - Remastered | Justin Townes Earle | 3:05 | ||
| Before I Wake | John Doe, The Sadies | 2:31 | ||
| It's Not Supposed To Be That Way | Phosphorescent | 3:35 | ||
| Mile | Richard Buckner | 3:41 | ||
| Golden Age Of Radio | Josh Ritter | 3:26 | ||
| Unwed Fathers (feat. Liz Isenberg) | Deer Tick, Liz Isenberg | 3:39 | ||
| Pay No Attention to Alice | Patterson Hood | 3:11 | ||
| Too Sick To Pray | Phosphorescent | 2:37 | ||
| Hard Is the Fall | Jay Farrar | 2:29 | ||
| Prison On Route 41 | Calexico, Iron & Wine | 4:10 | ||
| Wrong Piano | Vic Chesnutt | 2:56 | ||
| Jesus Shot Me in the Head | Hiss Golden Messenger | 5:07 | ||
| Winona | Matthew Sweet | 5:01 | ||
| You Got to Me | James McMurtry | 5:23 | ||
| Grave Angels | Joe Henry | 5:31 | ||
| Roll On | Josh Ritter | 4:16 | ||
| Picture Day | Richard Buckner | 2:07 | ||
| Once They Banned Imagine | Drive-By Truckers | 4:11 | ||
| Atlanta | Centro-matic | 3:52 | ||
| That Girl From Brownsville Texas | Jim White | 6:22 | ||
| Trouble Over Me | Tift Merritt | 5:08 | ||
| I Wish It Would Rain | Rodney Crowell | 3:28 | ||
| Goner w/ Souvenir | Richard Buckner | 2:41 | ||
| Avenues | Whiskeytown | 2:31 | ||
| Lebanon, Tennessee | Ron Sexsmith | 2:57 | ||
| Home By Saturday | Hayden | 3:15 | ||
| A Goodbye Rye | Richard Buckner | 4:15 | ||
| Sensitive Boys | Alejandro Escovedo | 4:29 | ||
