| Simple Things | Beth Nielsen Chapman | 3:29 | |
| The Highwayman (feat. Mark Knopfler) | Jimmy Webb, Mark Knopfler | 4:17 | |
| Closing Time | Lyle Lovett | 3:43 | |
| Why Worry | Chet Atkins, The Everly Brothers, Mark Knopfler | 6:31 | |
| The First Time Ever I Saw Your Face | Peter, Paul and Mary | 3:08 | |
| Is It Really Love at All | Eric Andersen | 5:20 | |
| Still You Linger On | Andrew Gold | 3:23 | |
| I Can Let Go Now | Michael McDonald | 2:54 | |
| I Can't Get It | Midnight Mail, Jimmy Webb | 1:51 | |
| On a Distant Shore | Leon Russell | 3:16 | |
| We Will | Gilbert O'Sullivan | 3:53 | |
| Oklahoma Nights (feat. Vince Gill) | Jimmy Webb, Vince Gill | 3:24 | |
| I'm Losing You | Paul Carrack | 2:56 | |
| Storybook Love | Willy DeVille | 5:53 | |
| Don't Stop This Now | Finbar Furey | 3:41 | |
| Gone Fishing | Chris Rea | 4:42 | |
| Can't Help Falling in Love | Arlo Guthrie, University of Kentucky Symphony Orchestra | 3:43 | |
| Fall on Me | Pousette-Dart Band | 2:26 | |
| Wide Eyed and Legless | Andy Fairweather Low | 4:02 | |
| Rose of Cimarron | Poco, Chelsea Williams | 4:15 | |
| The Ballad of Blasted Creek | Gary Shearston | 3:42 | |
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| When You Are Old | Gretchen Peters | 2:59 | |
| Don't Think About Her When You're Trying to Drive | Little Village | 4:32 | |
| Talking to the Moon | Don Henley | 4:40 | |
| Wedding Bell Blues | Laura Nyro | 2:53 | |
| Somewhere (From "West Side Story") | Tom Waits | 3:53 | |
| Trying to Love You | Beth Nielsen Chapman | 3:35 | |
| Bird On the Wire | Tim Hardin | 5:27 | |
| Pieces of April | Dave Loggins | 3:56 | |
| Go Home, Girl | Ry Cooder | 5:14 | |
| I Will Be In Love With You | Livingston Taylor | 3:32 | |
| I Don't Believe In Miracles | Colin Blunstone | 3:01 | |
| Circle | Harry Chapin | 3:24 | |
| She | Jeff Lynne | 2:41 | |
| Big River | Jimmy Nail | 5:58 | |
| Can We Still Be Friends? - 2015 Remaster | Todd Rundgren | 3:37 | |
| What You Do with What You've Got (with The Patron Saints Of Imperfection) | Eddi Reader, The Patron Saints Of Imperfection, Thomas Dolby | 4:39 | |
| Cowboy Of Dreams | デヴィッド・クロスビー, グラハム・ナッシュ | 3:33 | |
| Name Of My Sorrow - With Interlude | Richard Harris | 3:52 | |
| MacArthur Park | Glen Campbell, Jimmy Webb | 7:24 | |
| Try To Remember | The Kingston Trio | 3:09 | |
| The Moon Is A Harsh Mistress | Glen Campbell, Jimmy Webb | 3:59 | |
| Lovers Such As I - With Interlude | Richard Harris | 4:05 | |
| A Heart Needs A Home - Alternate Version | Richard & Linda Thompson | 4:03 | |
| Joanna | Scott Walker and the Walker Brothers | 3:51 | |
| Caroline, No | Brian Wilson | 2:38 | |
| If I Were A Carpenter | Tim Hardin | 2:41 | |
| Still Within The Sound Of My Voice | Glen Campbell, Jimmy Webb | 3:59 | |
| We All Fall In Love Sometimes | Elton John | 4:12 | |