| Blue Smoke | 80-Million, J¥agg baby, Jay Farrar | 2:39 | ||
| My Heart Is the Bums on the Street | Marah | 2:18 | ||
| Still Not Home | Tift Merritt | 3:48 | ||
| Goodbye Lorraine | Frank Black & The Catholics | 2:37 | ||
| Lonely Old Lies | Neko Case, Her Boyfriends | 3:40 | ||
| Little Drunk Fists | Slobberbone | 3:52 | ||
| Looking for Space | Evan Dando | 3:39 | ||
| That Girl From Brownsville Texas | Jim White | 6:22 | ||
| Valerie | Crooked Fingers | 3:18 | ||
| Ain't Got a Place | James McMurtry | 2:41 | ||
| $87 and a guilty Conscience That Gets Worse the Longer I Go | Richmond Fontaine | 3:34 | ||
| Tell Her What I Said | The Sadies | 4:53 | ||
| Strange Bird | Bobby Bare Jr. | 2:09 | ||
| Bird on Broken Wing | The Felice Brothers | 5:14 | ||
| Bamboo | Robert Ellis | 3:32 | ||
| The Mighty Midshipman | Centro-matic | 4:37 | ||
| Better Than the Truth | Patterson Hood | 3:04 | ||
| Don't Ask for the Water | Ryan Adams | 2:55 | ||
| Freight Train | Dexateens | 2:05 | ||
| Cahokian | Jay Farrar | 4:46 | ||
| Dirt to Mud | Paul Westerberg | 2:41 | ||
| Unlock more with Songs Like X Pro | ||||
| Whiskey Bottle | Uncle Tupelo | 4:46 | ||
| You Must Build a Fire | Crooked Fingers | 5:38 | ||
| After the Rain | Chuck Prophet | 3:35 | ||
| The Asp and the Albatross | Freakwater | 3:10 | ||
| Slowly (Oh So Slowly) | Conor Oberst | 3:34 | ||
| Prison On Route 41 | Calexico, Iron & Wine | 4:10 | ||
| Jesus Christ With Signs Following | The Gourds | 4:06 | ||
| Can You Please Crawl Out Your Window? | The Hold Steady | 3:50 | ||
| Another Velvet Nightmare | Frank Black | 4:25 | ||
| Shaking Like a Flame | Glossary | 3:04 | ||
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | ||
| Magnetic Heaven | Slobberbone | 2:32 | ||
| Difference Is Time | Conor Oberst | 5:36 | ||
| Get Down, River | The Bottle Rockets | 3:15 | ||
| Last Days of Tecumseh | Grant Lee Buffalo | 1:02 | ||
| Ain't Gonna Worry No More | Peter Case | 6:14 | ||
| Westward Ho | Richmond Fontaine | 2:33 | ||
| Fifteen Keys | Uncle Tupelo | 3:25 | ||
| Paperwings | Damien Jurado | 2:53 | ||
| Tall Grass in Old Virginny | Jeffrey Foucault | 3:27 | ||
| New Multitudes | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 2:47 | ||
| Jake Walk Blues | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 1:59 | ||
| Pontiac | Fred Eaglesmith | 4:48 | ||
| The Conquering Sun | Gord Downie, The Sadies | 3:09 | ||
| Calamity Jane | Grant-Lee Phillips | 3:44 | ||
| Strawberry Wine | Ryan Adams | 7:58 | ||
| Stancliff's Lament | James McMurtry | 5:26 | ||
| Believer | Richard Buckner | 2:10 | ||
