| Lovin' Her Was Easier | Ruud Hermans, Dick Van Altena | 3:16 | |
| Too Seriously | Dyson Stringer Cloher, Mia Dyson, Liz Stringer, Jen Cloher | 2:50 | |
| Forever's over Just Like That | Brian Vander Ark, Jeff Daniels | 4:36 | |
| Peaceful Easy Feeling | Birds are better | 2:51 | |
| I Won't Be There That Day | Passenger | 2:40 | |
| A Bright Winter Day | Claude Ruelle, Helin, Pathea Games | 3:14 | |
| Goodness Is | MaMuse | 4:55 | |
| Marriage Ain't the End of Being Lonely | Emily Scott Robinson | 3:46 | |
| River Wide, River Deep | Adler & Hearne | 4:23 | |
| You've Been a Friend to Me | Sonya Cohen Cramer, Elizabeth Mitchell, Daniel Littleton | 3:24 | |
| The Dreams We Weave | Weeping Willows, Lisa Ekdahl | 2:48 | |
| Song of Everything | Jason McNiff | 4:42 | |
| No Telling | Linda Thompson | 4:59 | |
| A Love Song | Loggins & Messina | 3:10 | |
| Letter in the Mail | Tim O'Brien | 3:53 | |
| North Star | Jesse Winchester | 1:57 | |
| If No One Ever Marries Me | Natalie Merchant | 2:21 | |
| Prisoner In Disguise | JD Souther | 3:47 | |
| Took You Up - Acoustic | Courtney Marie Andrews | 3:45 | |
| Stop Me If I Told You This Before | Kristen Grainger & True North | 3:07 | |
| I Thought That We Said Goodbye | Teddy Thompson, Kelly Jones | 2:39 | |
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| Dancing In The Dark | Ruth Moody | 4:18 | |
| On Grafton Street | Nanci Griffith | 4:02 | |
| Rock Me to Sleep, Mother | Cathie Ryan | 4:43 | |
| Wayfaring Stranger | Adler & Hearne | 2:52 | |
| The Road To Ensenada | Lyle Lovett | 4:15 | |
| Hosea | Steve Bell | 5:36 | |
| Whiskey Poet | Corinne West, Kelly Joe Phelps | 4:41 | |
| Don't Be Afraid of Pain | Ben Bailey | 3:27 | |
| One Morning in May - 2019 Remaster | James Taylor | 2:54 | |
| Standin' Next to Mama | Adler & Hearne | 3:42 | |
| Ready for the Storm | Kathy Mattea | 3:46 | |
| The Only One | Tracy Chapman | 3:08 | |
| Down The Mountain | Robinella | 3:09 | |
| I'm Still Standing | Janis Ian | 3:12 | |
| Pilgrim's Reach | Kelly Joe Phelps | 4:29 | |
| Long Haul Love | Water and Sand | 3:19 | |
| Harvest (feat. Andrew Bird & Chris Stills) | Rufus Wainwright, Andrew Bird, Chris Stills | 3:03 | |
| Favorite Time Of Light | Over the Rhine | 5:50 | |
| Going Where the Lonely Go | Suzy Bogguss | 3:45 | |
| Jock O' Hazeldean | Adam Holmes | 3:50 | |
| The Albatross | Rickie Lee Jones | 3:12 | |
| Sky And Water | Mark Knopfler | 4:31 | |
| Seven Years | Norah Jones | 2:25 | |
| Nobody's Girl | Bonnie Raitt | 3:14 | |
| Pretty Flowers | Steve Martin | 2:42 | |
| Out Of Touch | Lucinda Williams | 3:49 | |
| All At Once | Bonnie Raitt | 5:03 | |
| Where I Belong | Edwina Hayes | 4:28 | |