| Man Over | Robinella and the CCstringband | 3:57 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Steeple Full Of Swallows | The Gourds | 3:51 | |
| Deportee | Los Texmaniacs, Lyle Lovett | 3:54 | |
| Before the Deluge - 2014 Remaster | Jackson Browne | 6:21 | |
| Blue Chalk | John Gorka | 4:43 | |
| Love Hurts - 2007 Remaster | Gram Parsons | 3:42 | |
| It Isn't Gonna Be That Way | Steve Forbert | 4:56 | |
| Five O'Clock Angel | Peter Wolf | 3:00 | |
| Brown Eyed Handsome Man | Lyle Lovett | 3:37 | |
| Your Mother And I | Loudon Wainwright III | 2:33 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Willin' | Little Feat | 2:54 | |
| Race Among the Ruins | Gordon Lightfoot | 3:18 | |
| I Saw A Stranger With Your Hair | John Gorka | 4:03 | |
| Kit Carson | Bruce Cockburn | 4:12 | |
| London Homesick Blues | Gary P. Nunn, Robert Earl Keen, Lyle Lovett | 4:50 | |
| The Dutchman | Steve Goodman | 4:19 | |
| The Great Correction | Eliza Gilkyson | 5:04 | |
| I've Had Enough | Lyle Lovett | 3:02 | |
| After the Storm | The Flatlanders | 3:52 | |
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| Feeling of Beauty | Tift Merritt | 4:01 | |
| There You Go Again (feat. Lyle Lovett) | Asleep At The Wheel, Lyle Lovett | 4:00 | |
| Early Morning Rain | Gordon Lightfoot | 3:18 | |
| Shame on the Moon | Rodney Crowell | 4:40 | |
| You're Still On My Mind | Carrie Rodriguez | 2:56 | |
| We Belong Together | Rickie Lee Jones | 5:03 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Frozen Notes | Warren Zevon | 1:42 | |
| Private Conversation | Lyle Lovett | 4:32 | |
| Emerald Street | Eliza Gilkyson | 3:45 | |
| Infamous Angel | Iris DeMent | 3:46 | |
| Different When It Comes To You | Bruce Cockburn | 2:57 | |
| Highway Kind | Lyle Lovett | 3:27 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| Secure Yourself | Indigo Girls | 3:33 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| Manhattan Island Serenade | Leon Russell | 3:25 | |
| One Good Year | Slaid Cleaves | 4:26 | |
| No Place To Fall | The Little Willies | 4:00 | |
| Summer Wages | David Bromberg | 3:54 | |
| If You Were A Bluebird - 2022 Remaster | Joe Ely | 2:58 | |
| Satellites | Rickie Lee Jones | 4:57 | |
| Restless - Remastered | Alison Krauss & Union Station | 2:51 | |
| All The Right Reasons | The Jayhawks | 3:24 | |
| I'm Left, You're Right, She's Gone | Teddy Thompson | 4:20 | |
| Jolie Jolie | Rickie Lee Jones | 4:26 | |
| I'll Never Get Out Of This World Alive | The Little Willies | 3:22 | |
| She Never Spoke Spanish To Me - 2022 Remaster | Joe Ely | 3:33 | |