| The Trip | Dave Rawlings Machine | 10:55 | ||
| Kristine | Joe Purdy | 3:54 | ||
| Cricket's Creed | Sam Doores, Riley Downing, The Tumbleweeds | 7:20 | ||
| Samson And Delilah (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 3:03 | ||
| Westbound Train | Robert Ellis | 4:07 | ||
| Checkout Time in Vegas | Drive-By Truckers | 2:41 | ||
| Ain't Got a Place | James McMurtry | 2:41 | ||
| Rice Birds | Adam Carroll | 4:42 | ||
| Laughing River | Greg Brown | 4:19 | ||
| Time Stands Still | Chris Smither | 3:45 | ||
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | ||
| I Do My Father's Drugs | Joe Pug | 2:48 | ||
| Never A Forced Smile | Daniel Romano | 4:04 | ||
| Hell of a Time | TK & The Holy Know-Nothings | 3:54 | ||
| Sadder Day | Western Centuries | 4:30 | ||
| Take It on the Chin | William Elliott Whitmore | 2:29 | ||
| No Love Today | Chris Smither | 4:44 | ||
| Johnny Cash | Fred Eaglesmith | 3:20 | ||
| There Will Be Nights When I'm Lonely | Possessed by Paul James | 3:53 | ||
| 1952 Vincent Black Lightning | The Del McCoury Band | 4:02 | ||
| Sing Along | Robert Ellis | 4:09 | ||
| Unlock more with Songs Like X Pro | ||||
| Stars in My Life | The Flatlanders | 3:20 | ||
| Melinda Down the Line | Ian Fitzgerald | 5:06 | ||
| Tuscaloosa 1962 | Donnie Fritts | 3:22 | ||
| Hi Fi Love | Adam Carroll | 4:13 | ||
| These Things I've Come to Know | James McMurtry | 3:18 | ||
| End of the Line | Hurray For The Riff Raff | 3:38 | ||
| Miss'ippi | Nick Shoulders | 3:23 | ||
| One More Down | Matt Heckler | 4:43 | ||
| Nobody Gives a Damn About Songs Anymore | John Moreland | 3:15 | ||
| Picking Up Pieces | Watchhouse | 3:52 | ||
| Mother Earth | Willie Watson | 3:36 | ||
| Tennessee Whiskey | Harry Dean Stanton | 2:19 | ||
| Crop Comes In | Chatham County Line | 4:23 | ||
| If You Knew My Mind | Grayson Capps | 3:03 | ||
| First Air of Autumn | Drive-By Truckers | 3:30 | ||
| Midnight Special | Willie Watson | 4:38 | ||
| Ruby | Dave Rawlings Machine | 4:54 | ||
| Before the Night Is Gone | Zoe Muth and the Lost High Rollers | 5:47 | ||
| Lost John Dean | Kieran Kane, Kevin Welch, Fats Kaplin | 3:26 | ||
| Hold On I | Chris Smither | 4:03 | ||
| Wild One | Nikki Lane | 3:30 | ||
| Porcelain Doll | Chatham County Line | 3:06 | ||
| Gulf Road | James McMurtry | 4:31 | ||
| Cold Rain and Snow | Peter Rowan, Tony Rice | 6:14 | ||
| River Of Fools | Logan Ledger | 3:11 | ||
| Boy From Oklahoma | Willis Alan Ramsey | 3:54 | ||
| Blackjack David | Dave Alvin | 4:59 | ||
| Skip A Rope | Logan Ledger | 3:47 | ||
