| Rio Grande | Dave Alvin | 4:25 | ||
| Soul Sister | Blue Mountain | 4:55 | ||
| You Were Born to Be in Battle | Old 97's | 3:50 | ||
| If I Wanted Someone | Dawes | 4:39 | ||
| You Got to Me | James McMurtry | 5:23 | ||
| Barstool Boys | Marah | 3:04 | ||
| I Like Trains | Fred Eaglesmith | 3:30 | ||
| Pass You By | Gillian Welch | 3:57 | ||
| He's a Dick | Golden Smog | 2:48 | ||
| I Like You Better | Old 97's | 4:41 | ||
| Things Could Get Much Worse | Jeremy Ivey | 3:26 | ||
| Chase the Feeling | Kris Kristofferson | 4:06 | ||
| Topanga Cowgirl | Mudcrutch | 3:53 | ||
| Outlaw for You | Alejandro Escovedo | 3:26 | ||
| St. Ignatius | Old 97's | 4:15 | ||
| It's Only Money, Tyrone | Marah | 3:26 | ||
| Whiskey Angel | The Black Lillies | 4:52 | ||
| Poor Poor Pitiful Me | Warren Zevon | 3:05 | ||
| Just Like California | Old 97's | 2:33 | ||
| Over You | Sarah Shook & the Disarmers | 3:11 | ||
| Neil Armstrong | Dexateens | 3:10 | ||
| Unlock more with Songs Like X Pro | ||||
| Busted Afternoon | Old 97's | 3:12 | ||
| Hurry Up Sunrise | North Mississippi Allstars | 4:58 | ||
| Sequestered in Memphis | The Hold Steady | 3:34 | ||
| Watch Me Fall | Uncle Tupelo | 2:12 | ||
| How Lovely All It Was | Old 97's | 4:09 | ||
| Walt Whitman Bridge | Marah | 3:06 | ||
| Lone Pine Hill | Justin Townes Earle | 3:03 | ||
| Bloody 98 | Blue Mountain | 2:47 | ||
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | ||
| After the Rain | Chuck Prophet | 3:35 | ||
| It Does Not Bother Me | Spirit Family Reunion | 3:45 | ||
| The El | Rhett Miller | 3:09 | ||
| Hurricane Party | James McMurtry | 5:56 | ||
| Lakeside | Blue Mountain | 3:11 | ||
| The Prettiest Thing | The Modern Don Juans, David Childers | 4:14 | ||
| Miss Williams' Guitar | The Jayhawks | 3:06 | ||
| (Iām Gonna Get Over This) Some Day | Logan Ledger | 2:52 | ||
| Beaumont | Hayes Carll | 3:27 | ||
| Honey I Been Thinking About You | Jackie Greene | 4:45 | ||
| Acadian Driftwood - Remastered 2000 | The Band | 6:42 | ||
| Pontiac | Fred Eaglesmith | 4:48 | ||
| Drunken Angel | Lucinda Williams | 3:20 | ||
| Let It Ride | Ryan Adams & The Cardinals | 3:23 | ||
| My Heart Is Broken | Ryan Adams & The Cardinals | 2:11 | ||
| Voodoo Cadillac | Southern Culture on the Skids | 4:39 | ||
| A Kiss Before I Go | Ryan Adams & The Cardinals | 2:04 | ||
| Family Picture | Donna The Buffalo | 3:43 | ||
| Another Like You | Hayes Carll | 3:19 | ||
