| Calm Before the Storm | Eliza Gilkyson | 3:50 | ||
| No Surrender | Holly Williams | 4:21 | ||
| If You Were To Wake Up | Lyle Lovett | 4:09 | ||
| To Be Held | Slaid Cleaves | 3:18 | ||
| The Circle Game - 2008 Remaster | Tom Rush | 5:17 | ||
| Desert Dove | Michaela Anne | 4:41 | ||
| Sleeper | Greg Brown | 4:29 | ||
| Beautiful World of Mine | Eliza Gilkyson | 4:04 | ||
| Childish Things | James McMurtry | 4:35 | ||
| Closer To The Light | Bruce Cockburn | 4:10 | ||
| Leave The Light On | Chris Smither | 3:47 | ||
| Powderfinger | Cowboy Junkies | 5:45 | ||
| Hold You Dear | The Secret Sisters | 3:51 | ||
| Life Is Beautiful | Keb' Mo' | 4:16 | ||
| Bottomless Mimosas | Sam Outlaw | 3:46 | ||
| Look at Miss Ohio | Gillian Welch | 4:14 | ||
| The Story | Dolly Parton | 4:17 | ||
| Lucky Man | David Francey | 3:34 | ||
| Before the Deluge - Remastered | Jackson Browne | 6:21 | ||
| Oh What a Beautiful World | Rodney Crowell | 5:07 | ||
| London Homesick Blues | Gary P. Nunn, Robert Earl Keen, Lyle Lovett | 4:50 | ||
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| Mennonite Girl | John Gorka | 3:40 | ||
| Going To The Country | Bruce Cockburn | 3:16 | ||
| All That Is | Garnet Rogers | 3:44 | ||
| Long Wide Open Road | Darrell Scott | 5:01 | ||
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | ||
| Running On Empty | Jackson Browne & David Lindley | 6:34 | ||
| Song For A Deck Hands Daughter | James McMurtry | 3:30 | ||
| Do You Know? | Pieta Brown, Amos Lee | 3:01 | ||
| Rain Roll In | Eilen Jewell | 2:47 | ||
| The Gypsy Life | John Gorka | 4:26 | ||
| Trouble in Mind (feat. Lyle Lovett) | Asleep At The Wheel, Lyle Lovett | 4:07 | ||
| Two Silver Hearts | Shake Russell | 3:30 | ||
| You Can Close Your Eyes - 2019 Remaster | James Taylor | 2:29 | ||
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | ||
| If I Needed You | Lyle Lovett | 3:46 | ||
| The Great Correction | Eliza Gilkyson | 5:04 | ||
| Misguided Angel | Cowboy Junkies | 4:52 | ||
| The Dutchman | Steve Goodman | 4:19 | ||
| Did She Mention My Name | Gordon Lightfoot | 2:33 | ||
| My Father’s Daughter | Jewel, Dolly Parton | 3:23 | ||
| Jersey Girl | Hell Blues Choir | 4:55 | ||
| King Of California | Dave Alvin | 4:50 | ||
| The Quiet Life | Kasey Chambers, Shane Nicholson | 2:36 | ||
| Something To Me | Tift Merritt | 4:09 | ||
| The Lowlands | Nitty Gritty Dirt Band, Jamie Hanna, Jonathan McEuen | 3:50 | ||
| Driving Home | Cheryl Wheeler | 4:50 | ||
| 12th of June | Lyle Lovett | 4:54 | ||
| You Were On My Mind | Colvin & Earle | 2:56 | ||
