| Silver Wings | Shelby Lynne, Allison Moorer | 2:34 | |
| Before the Night Is Gone | Zoe Muth and the Lost High Rollers | 5:47 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Half A Million Miles | The Kennedys | 3:45 | |
| You Took My Future - Commentary | Kelly Jones, Teddy Thompson | 0:48 | |
| Closer to the Bone | Kris Kristofferson | 2:32 | |
| I Thought That We Said Goodbye | Teddy Thompson, Kelly Jones | 2:39 | |
| City Boys | Patti Scialfa | 2:43 | |
| Trail of Tears | Nick Lowe | 3:17 | |
| Parallel Bars | Robbie Fulks | 3:07 | |
| You Win Again | Paul Brady | 3:48 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Life is Fine | Tom Rush | 3:39 | |
| Never Knew You Loved Me Too | Teddy Thompson, Kelly Jones | 2:32 | |
| Donald And Lydia | Steve Goodman | 4:51 | |
| Berlington Bertie From Bow (feat. Teddy Thompson) | Linda Thompson, Teddy Thompson | 3:58 | |
| Just the Other Side of Nowhere | Kris Kristofferson | 3:36 | |
| 'Til I Get It Right | John Doe, The Sadies | 3:19 | |
| Ashes of Love | Amazing Rhythm Aces | 3:04 | |
| I Thought That We Said Goodbye - Commentary | Kelly Jones, Teddy Thompson | 1:13 | |
| Book of Dreams | Dion | 3:00 | |
| Unlock more with Songs Like X Pro |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Love Me Like A Song | Kimmie Rhodes | 3:40 | |
| Days Like This | The Belfast Cowboys | 3:36 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| She Thinks I Still Care | Teddy Thompson | 3:46 | |
| It's Not Supposed to Be That Way | Steve Young | 3:41 | |
| Better at Lying - Commentary | Kelly Jones, Teddy Thompson | 1:28 | |
| Died to Soon | Prismatic Echoes | 1:16 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| The Wonder of You | Chip Taylor, Carrie Rodriguez | 4:02 | |
| Barroom Girls | Gillian Welch | 4:13 | |
| Don't Remind Me - Commentary | Kelly Jones, Teddy Thompson | 1:07 | |
| Love Hurts - 2006 Remaster | Gram Parsons | 4:16 | |
| Big Moon Shinin' | Chip Taylor, Carrie Rodriguez | 6:15 | |
| Wishing All These Things Were New | Merle Haggard | 3:20 | |
| Three Chords and Truth | Lynn Miles | 3:30 | |
| Wondering | Teddy Thompson, Kelly Jones | 2:38 | |
| I Shall Be Released | Chatham County Line | 4:38 | |
| Everybody Move It | Teddy Thompson | 2:55 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| Roly Poly | The Little Willies | 2:33 | |
| You Were On My Mind | Colvin & Earle | 2:56 | |
| You Make My Heart Beat Too Fast | Buddy & Julie Miller | 3:12 | |
| We're Caught Between A Love And A Love Affair | Jenni Muldaur, Teddy Thompson | 2:21 | |
| Crazy Love | Maura O'Connell | 3:20 | |
| Where To Go From Here | Teddy Thompson | 3:12 | |
| Bottom Of The World | Alejandro Escovedo | 3:04 | |
| Two Angels | Peter Case | 4:32 | |
