| Dreamsicle | Jason Isbell and the 400 Unit | 3:44 | |
| If You Were To Wake Up | Lyle Lovett | 4:09 | |
| Stockholm | Jason Isbell | 2:51 | |
| Shame on the Moon | Rodney Crowell | 4:40 | |
| A Prayer Like Any Other (For Nikke) [feat. Fats Kaplin] | Kieran Kane, Kevin Welch, Fats Kaplin | 3:45 | |
| Dream Café | Greg Brown | 5:57 | |
| The Bug | Mary Chapin Carpenter | 3:47 | |
| Choctaw Bingo | James McMurtry | 8:49 | |
| The Boxer feat. Mumford & Sons and Paul Simon | Jerry Douglas, Paul Simon, Mumford & Sons | 4:05 | |
| Last Of My Kind | Jason Isbell and the 400 Unit | 4:22 | |
| North Dakota | Lyle Lovett | 5:42 | |
| Operator (That's Not the Way It Feels) | Jim Croce | 3:49 | |
| Time Stands Still | Chris Smither | 3:45 | |
| My Winding Wheel | Ryan Adams | 3:12 | |
| Black Water | The Doobie Brothers | 4:15 | |
| For a Dancer - Single Version | Jackson Browne | 4:48 | |
| Romeo's Tune | Steve Forbert | 3:32 | |
| Jolene | Ray LaMontagne | 4:10 | |
| The Way It Goes | Gillian Welch | 4:01 | |
| Traveling Alone | Jason Isbell | 4:29 | |
| Shelter from the Storm | Bob Dylan | 5:01 | |
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| Nothing But A Breeze | Jesse Winchester | 4:34 | |
| The Captain's Daughter | Alison Krauss & Union Station | 4:57 | |
| The Swimming Song | Loudon Wainwright III | 2:27 | |
| Harlem River Blues | Justin Townes Earle | 2:48 | |
| God I'm Missing You | Rodney Crowell | 3:54 | |
| Alabama Pines | Jason Isbell and the 400 Unit | 3:51 | |
| Here Comes The Sun | Richie Havens | 4:14 | |
| Galileo | Indigo Girls | 4:12 | |
| Running On Empty | Jackson Browne & David Lindley | 6:34 | |
| Goddamn Lonely Love - Remastered | Drive-By Truckers | 5:01 | |
| Rocky Mountain High | John Denver | 4:43 | |
| Look at Miss Ohio | Gillian Welch | 4:14 | |
| The Poet Game | Greg Brown | 5:32 | |
| One Good Year | Slaid Cleaves | 4:26 | |
| The Wind - Remastered 2021 | Yusuf / Cat Stevens | 1:42 | |
| Broken | Tift Merritt | 3:44 | |
| Don't Think Twice, It's All Right | Indigo Girls | 3:21 | |
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | |
| Last Night | Traveling Wilburys | 3:51 | |
| Live And Die | The Avett Brothers | 4:31 | |
| California Stars | Billy Bragg, Wilco | 4:58 | |
| No Hard Feelings | The Avett Brothers | 5:14 | |
| You'll Accomp'ny Me | Bob Seger | 4:00 | |
| Mercy Now | Mary Gauthier | 5:50 | |
| Rings | Leo Kottke | 2:51 | |
| Melissa | Allman Brothers Band | 3:55 | |
| Oh Roberta | Slaid Cleaves | 3:17 | |
| Every Time You Say Goodbye | Alison Krauss & Union Station | 3:18 | |