| Hard Bargain | Ron Sexsmith | 3:12 | ||
| Prison On Route 41 | Calexico, Iron & Wine | 4:10 | ||
| Cold Again | Freedy Johnston | 2:37 | ||
| The Poet Game | Greg Brown | 5:32 | ||
| Rise Up with Fists!! | Jenny Lewis, The Watson Twins | 3:38 | ||
| Creeps Like Me | Lyle Lovett | 2:14 | ||
| Here Comes The Sun Again | M. Ward | 2:23 | ||
| Boots of Spanish Leather | Nanci Griffith | 5:17 | ||
| Love Untold | Paul Westerberg | 4:17 | ||
| Persuasion | Richard Thompson | 3:54 | ||
| Watercolor | Willy Porter | 5:21 | ||
| A Penny More | Skydiggers | 4:16 | ||
| Most of the Time | Luna | 4:42 | ||
| The Needle Has Landed | Neko Case | 3:45 | ||
| Simple Twist of Fate | Jeff Tweedy | 3:43 | ||
| Too Long at the Fair - 2008 Remaster | Bonnie Raitt | 2:58 | ||
| Gotta Get Back | Shelby Lynne | 3:39 | ||
| Wichita Ain't so Far Away | The Delines | 2:31 | ||
| Disappearing Act | Ron Sexsmith | 3:40 | ||
| Angel Dream (No. 4) | Tom Petty and the Heartbreakers | 2:27 | ||
| Christchurch Woman | Justin Townes Earle | 4:11 | ||
| Unlock more with Songs Like X Pro | ||||
| A Summer Wind, A Cotton Dress | Richard Shindell | 3:55 | ||
| Working Girls | Pernice Brothers | 3:20 | ||
| Lately I've Let Things Slide | Nick Lowe | 3:06 | ||
| I Saw A Stranger With Your Hair | John Gorka | 4:03 | ||
| The Art Of Good Breathing | Future Pilot AKA, Emma Pollock, Ron Sexsmith | 5:15 | ||
| It's Not Happening | The Be Good Tanyas | 2:41 | ||
| Walking on a Wire | Richard & Linda Thompson | 5:28 | ||
| Catacombs | Poi Dog Pondering | 4:55 | ||
| Dent County | Jay Farrar | 3:54 | ||
| Listening to Levon | Marc Cohn | 4:47 | ||
| Rainsquall | Richard Buckner | 3:49 | ||
| 16, Maybe Less | Calexico, Iron & Wine | 4:49 | ||
| Glad and Sorry | Golden Smog | 3:33 | ||
| All in One | Jay Farrar, Benjamin Gibbard | 2:07 | ||
| MamaDaddyDid | Paul Westerberg | 2:53 | ||
| Mexico City | Jolie Holland, M. Ward | 3:54 | ||
| Breakin' The Rules | Robbie Robertson | 5:50 | ||
| The Ballad Of Carol Lynn | Whiskeytown | 3:04 | ||
| Born For Me | Paul Westerberg | 4:01 | ||
| Always A Friend | Alejandro Escovedo | 3:35 | ||
| Go With God (Topless Shoeshine) | Joe Henry | 4:43 | ||
| Sunrise Always Listens | Paul Westerberg | 4:19 | ||
| Chet Baker's Unsung Swan Song | David Wilcox | 6:03 | ||
| I Misunderstood | Richard Thompson | 4:05 | ||
| Nothing | Edie Brickell & New Bohemians | 4:49 | ||
| Reasons To Lie | Whiskeytown | 3:29 | ||
| At Different Times | Ron Sexsmith | 3:03 | ||
| Soap Box Preacher | Robbie Robertson | 5:20 | ||
