| Dear Darling | Mary Margaret O'Hara | 3:51 | ||
| My Portion | I Draw Slow | 4:15 | ||
| Brunswick Stew | Kacy & Clayton | 3:10 | ||
| Lorraine's Song (Bonus Track) | Theresa Andersson | 4:30 | ||
| Sink Full of Dishes | Slow Leaves | 4:16 | ||
| Drive You Home Again | Chris Smither | 5:34 | ||
| Medicine Wine | The Lost Brothers | 4:20 | ||
| The Sea & the Shore (feat. John Fullbright) | Amy Speace, John Fullbright | 4:14 | ||
| Captain's Song (Sorley Boy) | The Orphan Brigade, John Prine | 3:11 | ||
| The Lost Soul | The Handsome Family | 3:21 | ||
| Come Back to Me | Don McGlashan | 3:16 | ||
| Night Bird and Morning Bird | Abigail Lapell | 3:17 | ||
| Aces Up Your Sleeve | John Hiatt | 3:21 | ||
| Out Of Time | Sidney Rex | 3:21 | ||
| Girl in White | Delaney Davidson | 2:45 | ||
| Out of State | Jordie Lane | 2:59 | ||
| Banshee Moan | Shannon McNally | 4:01 | ||
| One More Dream to Go | Chip Taylor | 3:10 | ||
| After the Fire | The Lost Brothers | 3:34 | ||
| The Unsung | Guy Verlinde | 2:50 | ||
| I Made a Lovers Prayer | Gillian Welch | 5:03 | ||
| Unlock more with Songs Like X Pro | ||||
| You're a Big Girl Now | Chrissie Hynde | 4:23 | ||
| Together | Reb Fountain | 3:56 | ||
| Man I Keep Trying - as featured in Prisoner's Daughter | Eels | 3:38 | ||
| Abandonitis | Terry Allen, The Panhandle Mystery Band | 3:59 | ||
| It's Not Happening | The Be Good Tanyas | 2:41 | ||
| Holding Your Hand - Airtight Mix 2014 | Thea Gilmore | 3:49 | ||
| Mary Lou | Alistair Chant, Alexandra Chapman | 2:59 | ||
| Alberta Sun | Mel Parsons | 4:15 | ||
| Fortunate Son | Abigail Lapell | 2:19 | ||
| Rolling River | Davey Craddock | 2:58 | ||
| Roslyn | Dan Sultan | 2:43 | ||
| Tombstone Every Mile | Jaymay | 3:01 | ||
| Blue Town | The Warratahs | 3:49 | ||
| Out of Our Hands | Delaney Davidson, Barry Saunders | 2:52 | ||
| Devil in the Deep | Abigail Lapell | 3:02 | ||
| Gimme Some Wine | Eleanor McEvoy | 3:47 | ||
| I Got the Lonely | Mel Parsons | 3:02 | ||
| Firecracker | Frazey Ford | 3:45 | ||
| I Misunderstood | Richard Thompson | 3:57 | ||
| Slave | Reb Fountain | 2:49 | ||
| Goddam Blues | Phileas | 3:33 | ||
| Not Forgotten | Malcolm Holcombe | 2:47 | ||
| Coming for You | Amelia Curran | 3:48 | ||
| Tango Till They're Sore | Chelsea Williams | 3:31 | ||
| Hope and Wire | The Eastern | 4:33 | ||
| Sat Beneath the Lightning Tree | John Bramwell | 4:02 | ||
| Graduation Day | Chris Isaak | 3:10 | ||
| Jolene | The Little Willies | 4:51 | ||
