| Diplomacy | Chris Smither | 2:37 | |
| Lincoln Town | John Hiatt | 4:03 | |
| Unforgiven | Bap Kennedy | 3:37 | |
| Drunken Barber's Hand | Slaid Cleaves | 2:41 | |
| Christchurch Woman | Justin Townes Earle | 4:11 | |
| Just Because | Jorma Kaukonen | 4:12 | |
| Oh, Mama, Come Home | Jakob Dylan | 2:26 | |
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | |
| Car Outside | Jimmy LaFave | 4:28 | |
| Calm Before the Storm | Eliza Gilkyson | 3:50 | |
| Blue Canoe | Blue Mountain | 4:39 | |
| Winsome Smile | Chris Smither | 3:34 | |
| We'll Sweep out the Ashes in the Morning - 2007 Remaster | Gram Parsons | 3:14 | |
| Detroit City | John Doe, The Sadies | 2:55 | |
| Cemetary Road | Fred Eaglesmith | 2:17 | |
| Bowling Green | Neko Case, Her Boyfriends | 2:17 | |
| Watch Me Fall | Uncle Tupelo | 2:12 | |
| Blue Is My Heart | Holly Williams | 2:42 | |
| Bloody 98 | Blue Mountain | 2:47 | |
| Piss & Moan Blues | The Gourds | 3:17 | |
| Pilgrim (You Can't Go Home) | Dave Rawlings Machine | 7:57 | |
| Unlock more with Songs Like X Pro |
| Wanderin' | Justin Townes Earle | 2:38 | |
| Jukebox | The Honeycutters | 4:36 | |
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| Infamous Angel | Iris DeMent | 3:46 | |
| Irene Wilde | Alejandro Escovedo | 2:51 | |
| Mostly Water | Bap Kennedy | 3:23 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Before I Go | John Hiatt | 3:34 | |
| $1000 Wedding - 2002 Remaster | Gram Parsons | 5:05 | |
| Sometimes the Grass is Really Greener | Robbie Fulks | 3:44 | |
| Hundred Dollar Valentine | Chris Smither | 3:05 | |
| Me and Paul | Doug Sahm | 3:34 | |
| Reasons To Quit | Phosphorescent | 3:13 | |
| If I Had Known | Greg Brown | 3:25 | |
| Midnight Train | David Rawlings | 3:18 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Still Not Home | Tift Merritt | 3:48 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Wrote A Song For Everyone | Mavis Staples | 3:47 | |
| Last Of The Hobo Kings | Mary Gauthier | 5:50 | |
| Gentleman Of Leisure | Jesse Winchester | 3:52 | |
| Monster Truck | Ramsay Midwood | 3:30 | |
| All My Tears | Julie Miller | 3:33 | |
| Lily, Rosemary and the Jack of Hearts | Tom Russell | 9:44 | |
| This Morning I Am Born Again | Slaid Cleaves | 3:56 | |
| Let Your Loss Be Your Lesson | Robert Plant, Alison Krauss | 4:01 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
