| Midnight in Harlem | Tedeschi Trucks Band | 5:52 | |
| Amie | Pure Prairie League | 4:19 | |
| Get Together | The Youngbloods | 4:39 | |
| After the Gold Rush | k.d. lang | 4:00 | |
| Traveling Alone | Jason Isbell | 4:29 | |
| There You Go Again (feat. Lyle Lovett) | Asleep At The Wheel, Lyle Lovett | 4:00 | |
| Come Pick Me Up | Ryan Adams | 5:18 | |
| Old Friend | Lyle Lovett | 3:13 | |
| Helplessly Hoping - 2005 Remaster | Crosby, Stills & Nash | 2:37 | |
| Never Going Back Again - 2004 Remaster | Fleetwood Mac | 2:14 | |
| Tomorrow’s Gonna Be a Brighter Day | Jim Croce | 2:53 | |
| Let the Mystery Be | 10,000 Maniacs | 3:08 | |
| Frightened By The Sound | Justin Townes Earle | 3:45 | |
| Copperline | James Taylor | 4:21 | |
| The Road To Ensenada | Lyle Lovett | 4:15 | |
| Dreamsicle | Jason Isbell and the 400 Unit | 3:44 | |
| Sleepin' In The Daytime (feat. Lyle Lovett) | Jimmy Webb, Lyle Lovett | 4:10 | |
| What You Gonna Do Now | Rodney Crowell, Lyle Lovett | 3:16 | |
| Fiona | Lyle Lovett | 4:09 | |
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| Tangled up in Blue | Bob Dylan | 5:41 | |
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| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | |
| Stand By Your Man | Lyle Lovett | 2:43 | |
| Dublin Blues | Guy Clark | 4:19 | |
| Me and Julio Down by the Schoolyard | Paul Simon | 2:44 | |
| I Hope That I Don't Fall In Love With You | Tom Waits | 3:53 | |
| Creeps Like Me | Lyle Lovett | 2:14 | |
| Just Us Kids | James McMurtry | 5:08 | |
| A Song for You - 2002 Remaster | Gram Parsons | 5:00 | |
| I Can't Wait | Kieran Kane, Kevin Welch, Fats Kaplin | 3:31 | |
| Rock Me on the Water - Remastered | Jackson Browne | 4:14 | |
| Stockholm | Jason Isbell | 2:51 | |
| Wild Night | Van Morrison | 3:33 | |
| Annabelle | Gillian Welch | 4:04 | |
| God I'm Missing You | Rodney Crowell | 3:54 | |
| Life Is Beautiful | Keb' Mo' | 4:16 | |
| Simple Song | Lyle Lovett | 3:20 | |
| We Just Disagree | Dave Mason | 3:00 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| The Weight - Remastered 2000 | The Band | 4:34 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| Shambala - Single Version | Three Dog Night | 3:24 | |
| Streets Of Baltimore | The Little Willies | 3:06 | |
| One Good Year | Slaid Cleaves | 4:26 | |
| The Wind - Remastered 2021 | Yusuf / Cat Stevens | 1:42 | |
| Let It Ride | Ryan Adams & The Cardinals | 3:23 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| When The Stars Go Blue | Ryan Adams | 3:31 | |
| 12th of June | Lyle Lovett | 4:54 | |