| Tehachapi | Margo Cilker | 3:07 | |
| Drivin' | Robert Ellis | 2:46 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Deacon Waltz | Christian Sedelmyer, Jerry Douglas | 7:41 | |
| All the Luck in the World | Billy Strings, Circles Around The Sun | 4:40 | |
| Bluebird Wine | Rodney Crowell | 4:11 | |
| Gentle On My Mind | John Hartford | 3:02 | |
| Wanderlust | Nefesh Mountain, Jerry Douglas, Bryan Sutton | 3:37 | |
| Early Morning Rain | Gordon Lightfoot | 3:18 | |
| Terms of My Surrender | John Hiatt | 3:29 | |
| Sweet Thing - 2006 Remaster | The Waterboys | 7:12 | |
| Big Love | Little Village | 6:25 | |
| White Rabbit | Molly Tuttle & Golden Highway, Molly Tuttle | 5:15 | |
| Nice Things | Hayes Carll | 3:48 | |
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | |
| Ford Econoline | Chuck Prophet | 3:41 | |
| Canola Fields | James McMurtry | 4:49 | |
| House of the White Rose Boquet | Ray Wylie Hubbard | 3:23 | |
| Thoughts and Prayers | Drive-By Truckers | 5:21 | |
| Fuck, I Hate the Cold | Cowboy Junkies | 3:17 | |
| Carmelita | Warren Zevon | 3:34 | |
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| Cool Cool Rain | Ray Bonneville | 3:46 | |
| Too Much Alike (with Patty Griffin) | Robert Plant, Patty Griffin | 2:31 | |
| Master of Disaster | John Hiatt | 5:26 | |
| Crooked Tree | Molly Tuttle & Golden Highway, Molly Tuttle | 3:52 | |
| I Don't Fit In | Caleb Caudle, Jerry Douglas, Sam Bush, Carlene Carter, Elizabeth Cook | 2:57 | |
| I Want My Dog To Live Longer (The Greatest Wish) | Curtis Salgado, Alan Hager | 2:47 | |
| Sabine River | Ray Bonneville | 4:46 | |
| It's All Over Now, Baby Blue | The Seldom Scene | 3:20 | |
| Brokedown Palace | Shinyribs | 6:24 | |
| Heavenly Home | The Deslondes | 4:07 | |
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| Forgotten Coast | James McMurtry | 3:34 | |
| Friend of the Devil (with Aubrey Haynie & Shawn Lane) | Rob Ickes & Trey Hensley, Trey Hensley, Rob Ickes, Aubrey Haynie, Shawn Lane | 6:11 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| Wildflowers | Chris Hillman | 2:51 | |
| Poor Old Dirt Farmer | Levon Helm | 3:52 | |
| You Were On My Mind | Colvin & Earle | 2:56 | |
| Enough To Leave | Billy Strings | 3:44 | |
| Down The Road | Bobby Hicks, Doyle Lawson, J.D. Crowe, Jerry Douglas, Todd Phillips, Tony Rice | 2:20 | |
| Clyde | J.J. Cale | 2:30 | |
| Who's Gonna Build Your Wall? | Tom Russell | 3:46 | |
| Angel From Montgomery | Susan Tedeschi | 5:23 | |
| Love Like Me | Billy Strings | 2:51 | |
| The More I Learn | Bryan Sutton | 4:06 | |
| Tombstone Blues | Tim O'Brien | 3:42 | |
| Hustlin' [Feat. Jerry Douglas & Chris Eldridge] | The War and Treaty, Jerry Douglas, Chris Eldridge | 3:39 | |
| Set Me Down On A Cloud | Lukas Nelson and Promise of the Real, Lucius | 7:16 | |
| Midnight on the Stormy Deep | Billy Strings, Del McCoury | 4:02 | |