| James Alley Blues | Willie Watson | 4:06 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Don't Deny | John Craigie | 3:33 | |
| What of Alicia | Terry Allen | 5:03 | |
| Happy in Hindsight | Jonny Fritz | 3:30 | |
| Ain't Gonna Worry No More | Peter Case | 6:14 | |
| What Are They Doing In Heaven Today? | The Deslondes, Sam Doores, Twain | 3:00 | |
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| New Paint | Loudon Wainwright III | 3:00 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| It's All Over Now, Baby Blue | The Seldom Scene | 3:20 | |
| Candy | Dave Rawlings Machine | 4:10 | |
| Blue and Wonder | Richard Buckner | 3:47 | |
| How Am I Ever Gonna Be Me? | Scott Miller | 4:14 | |
| One Day I Walk | Bruce Cockburn | 3:08 | |
| Anytime | Arlo Guthrie | 1:50 | |
| From a Silver Phial - Version 4 2019 Remaster | Gene Clark | 3:51 | |
| Do You Know How It Feels to Be Lonesome? | The International Submarine Band | 3:33 | |
| Last Lonely Eagle | New Riders of the Purple Sage | 5:12 | |
| Lost (For As Long As I Live) | Daniel Romano | 3:06 | |
| It's Gonna Be Easy | Doug Sahm | 3:31 | |
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| No Goodwill Stores in Waikiki | Blaze Foley & the Beaver Valley Boys | 3:10 | |
| It's Too Easy | Dave Rawlings Machine | 3:08 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Too Long at the Fair - 2008 Remaster | Bonnie Raitt | 2:58 | |
| Fishin' with You | Carsie Blanton | 2:16 | |
| Border Palace | Terry Allen | 1:48 | |
| Things Ain't What They Used to Be (And Probably Never Was) | Larry Jon Wilson | 2:59 | |
| Ain't Got a Place | James McMurtry | 2:41 | |
| Good Time Charlie's Got the Blues | Danny O'Keefe | 3:00 | |
| Don't Look for Me | Jeffrey Foucault | 3:05 | |
| Blue Canoe | Blue Mountain | 4:39 | |
| Knowing That You're Mine | Daniel Romano | 3:36 | |
| If I Just Knew What to Say - Remastered | Amazing Rhythm Aces | 2:05 | |
| A Certain Kind Of Memory | Kacy & Clayton | 4:44 | |
| Wicked Spell | Rachel Baiman | 6:31 | |
| Twilight - Early Alternate Version/Remastered 2001 | The Band | 3:13 | |
| Lil' Wallet Picture | Richard Buckner | 4:32 | |
| These Days | Gregg Allman | 3:57 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| Gypsy Moth | Hoyt Axton | 3:15 | |
| Wild Horses | Leon Russell | 3:37 | |
| Muskrat Love (Muskrat Candlelight) | Willis Alan Ramsey | 3:23 | |
| Little Birds | Levon Helm | 4:41 | |
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | |
| Went To See The Gypsy | Martha Scanlan | 3:32 | |
| Mohawk River | Ramsay Midwood | 4:09 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Satin Sheets | Willis Alan Ramsey | 2:39 | |