| Time Stands Still | Chris Smither | 3:45 | |
| Back Being Blue | Kelly Willis | 3:48 | |
| Trouble Looks Good on You | Amy Speace | 2:52 | |
| Girl She Used to Be | Chatham County Line | 2:50 | |
| River Road | Jimmy LaFave | 4:14 | |
| Morning Time | The Brothers Comatose, Nicki Bluhm | 4:19 | |
| Wilder Than Her | Fred Eaglesmith | 4:54 | |
| Canola Fields | James McMurtry | 4:49 | |
| Long Time Comin' | Bruce Robison | 3:31 | |
| Mother of Invention | The Trishas | 3:43 | |
| Still a Child | Dori Freeman | 3:41 | |
| My Dog and Me | John Hiatt & The Goners | 3:15 | |
| Runnin' | Leah Blevins | 3:57 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Lake of Fire | Bruce Robison | 5:09 | |
| Better to My Baby | Whitney Rose | 3:11 | |
| When Bitter Met Sweet | The Honeycutters | 3:41 | |
| Before the Night Is Gone | Zoe Muth and the Lost High Rollers | 5:47 | |
| The Glory of Love | Parker Millsap, Sarah Jarosz | 3:14 | |
| Loaner | Lillie Mae | 4:45 | |
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| Cosmic Cowboy | Michael Martin Murphey, Willie Nelson, Jerry Jeff Walker, Lyle Lovett, Bruce Robison, Django Walker, Gary P. Nunn, Bob Livingston | 4:16 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Motor City Man | Kelly Willis & Bruce Robison | 2:53 | |
| (If You Need The) 442 | Shinyribs | 3:19 | |
| Another Broken Heart | Wonder Women of Country | 3:12 | |
| Desperado | The Cactus Blossoms | 2:46 | |
| Can't Tell Nobody Nothin' | Bruce Robison, Kelly Willis | 3:22 | |
| Wavin' My Heart Goodbye | The Flatlanders | 2:38 | |
| River Girl | Kelley Mickwee | 4:47 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Astrodome | Bruce Robison, Kelly Willis | 4:24 | |
| Analog | Whitney Rose | 3:24 | |
| House of the White Rose Boquet | Ray Wylie Hubbard | 3:23 | |
| The Handbook | The Honeycutters | 3:04 | |
| Boy from Charlevoix | Kate Rhudy | 2:35 | |
| Danny's Song | Nicki Bluhm | 4:02 | |
| You Are My Home | Amanda Shires | 3:39 | |
| Barbara's Song | Ian Noe | 3:25 | |
| Forgotten Coast | James McMurtry | 3:34 | |
| Lookin' Back on Luckenbach | Whitney Rose | 4:17 | |
| Dirty Old Town | Kelsey Waldon | 2:41 | |
| If Tommy Duncan's Voice Was Booze | Brennen Leigh, Asleep At The Wheel | 3:16 | |
| All Just To Get To You | Joe Ely | 4:15 | |
| (Iām Gonna Get Over This) Some Day | Logan Ledger | 2:52 | |
| Keep Your Distance | Buddy & Julie Miller | 3:49 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| Hotel Amarillo | Caroline Spence | 4:00 | |
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | |