| Sinkhole | Drive-By Truckers | 3:27 | ||
| I'm an Outlaw | Kurt Vile | 4:21 | ||
| Sugaree | Jerry Garcia | 5:52 | ||
| Into the Mystic - 2013 Remaster | Van Morrison | 3:25 | ||
| In Spite of Ourselves (feat. Iris DeMent) | John Prine, Iris DeMent | 3:33 | ||
| The Long Cut | Uncle Tupelo | 3:20 | ||
| Long Time | Deer Tick | 3:46 | ||
| Four Winds | Bright Eyes | 4:16 | ||
| Over the Red Cedar | Charlie Parr | 4:19 | ||
| When I Get to Heaven | John Prine | 3:42 | ||
| Screen Door | Uncle Tupelo | 2:42 | ||
| Lawyers, Guns and Money | Warren Zevon | 3:30 | ||
| Sugaree | Phosphorescent, Jenny Lewis, Friends | 4:59 | ||
| Casey Jones - 2013 Remaster | Grateful Dead | 4:25 | ||
| Houston, TX | Deer Tick | 3:44 | ||
| Glad Tidings - 2013 Remaster | Van Morrison | 3:40 | ||
| If I Ever Was a Child | Wilco | 2:55 | ||
| Getting Ready to Get Down | Josh Ritter | 3:16 | ||
| Good to Be | Backyard Tire Fire | 3:21 | ||
| If I Wanted Someone | Dawes | 4:39 | ||
| Illegal Smile | John Prine | 3:13 | ||
| Unlock more with Songs Like X Pro | ||||
| Gravity's Gone | Drive-By Truckers | 3:33 | ||
| Call Me on Your Way Back Home | Ryan Adams | 3:09 | ||
| Sausalito | Conor Oberst | 3:10 | ||
| Gone for Good - 2023 Remaster | The Shins | 3:12 | ||
| Parted Ways | Heartless Bastards | 4:57 | ||
| Strangers (2020 Stereo Remaster) | The Kinks | 3:21 | ||
| Trouble | Ray LaMontagne | 4:01 | ||
| Call Girl Blues | Diamond Rugs | 4:36 | ||
| My Sweet Annette | Drive-By Truckers | 3:51 | ||
| Indianapolis | The Bottle Rockets | 3:32 | ||
| Johnny Appleseed | Joe Strummer, The Mescaleros | 4:02 | ||
| Sweet Thing - 2006 Remaster | The Waterboys | 7:12 | ||
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | ||
| Midway Park | Whiskeytown | 3:23 | ||
| Hesitating Beauty | Billy Bragg, Wilco | 3:05 | ||
| Loving Cup | The Rolling Stones | 4:24 | ||
| Excuse Me While I Break My Own Heart Tonight - Faithless Street Album Version | Whiskeytown | 3:20 | ||
| Stronger Than That | Bahamas | 2:37 | ||
| Sorry You're Sick | Ted Hawkins | 2:10 | ||
| Drank Like A River | Whiskeytown | 2:57 | ||
| Cherry Lane | Ryan Adams & The Cardinals | 4:31 | ||
| The Rescue Blues | Ryan Adams | 3:38 | ||
| Midnight Rider | Allman Brothers Band | 3:00 | ||
| Strawberry Wine | Ryan Adams | 7:58 | ||
| California Stars | Billy Bragg, Wilco | 4:58 | ||
| The Night They Drove Old Dixie Down | The Band | 3:31 | ||
| Turn Around | Whiskeytown | 5:16 | ||
| Always A Friend | Alejandro Escovedo | 3:35 | ||
