| I Believe in You | Lambchop | 3:27 | |
| My Head Is My Only House Unless It Rains | Captain Beefheart & His Magic Band | 2:55 | |
| Please Stay | Warren Zevon | 3:34 | |
| For the Beauty of Wynona | Daniel Lanois | 5:52 | |
| Hasten Down the Wind | Warren Zevon | 2:32 | |
| Bella Ciao (Goodbye Beautiful) | Marc Ribot, Tom Waits | 3:37 | |
| My Winding Wheel | Ryan Adams | 3:12 | |
| Steve McQueen | Lambchop | 4:32 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| I Don't Wanna Talk About It Now | Emmylou Harris | 4:45 | |
| I Don't Get It | Cowboy Junkies | 4:34 | |
| Poor Fractured Atlas | Elvis Costello & The Attractions | 3:58 | |
| Sascha | Jolie Holland | 3:08 | |
| Aretha, Sing One For Me | Cat Power | 3:13 | |
| Mama, You've Been on My Mind - Bonus Track | Laura Veirs | 2:36 | |
| Fallen for You | Sheila Nicholls | 3:16 | |
| Only a Fool Breaks His Own Heart | Nick Lowe | 3:39 | |
| Good Luck Charm | C.W. Stoneking | 2:45 | |
| Jersey Thursday | Donovan | 2:11 | |
| Little Atoms | Elvis Costello & The Attractions | 3:56 | |
| Method Acting / Cortez The Killer | Dave Rawlings Machine | 10:20 | |
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| Taking My Life in Your Hands | Elvis Costello And The Brodsky Quartet | 3:20 | |
| Shiloh Town | Tim Hardin | 3:09 | |
| Please Call Me, Baby | Tom Waits | 4:25 | |
| The Other End of the Telescope | Elvis Costello & The Attractions | 4:06 | |
| She's Got Soul | Nick Lowe | 2:23 | |
| Waiting for the Moving Van | David Ackles | 3:39 | |
| Ballad of Easy Rider | The Byrds | 2:04 | |
| Thoughtless Kind - Fragments | John Cale | 2:41 | |
| When a Man Loves a Woman | Karen Dalton | 2:59 | |
| Marlene | Jackson C. Frank | 4:45 | |
| No Love Today | Chris Smither | 4:44 | |
| Diamonds On My Windshield | Tom Waits | 3:12 | |
| Is It Really Love at All | Eric Andersen | 5:20 | |
| Harpo's Blues | Phoebe Snow | 4:24 | |
| Shore Leave - 2023 Remaster | Tom Waits | 4:16 | |
| Foul Owl On The Prowl | The Little Willies | 3:34 | |
| The Glory Of Love | John Martyn | 2:17 | |
| Avenue B | Iggy Pop | 5:21 | |
| Halfway Up The Stairs | Rodríguez | 2:27 | |
| In The Evening (It's So Hard To Tell Who's Going To Love You The Best) | Karen Dalton | 4:33 | |
| Poses | Rufus Wainwright | 4:59 | |
| Help Yourself | Joan Armatrading | 4:04 | |
| Rehearsals For Retirement | Phil Ochs | 4:09 | |
| I'm Your Man - Live | Nick Cave | 4:31 | |
| Trouble | Yusuf / Cat Stevens | 2:52 | |
| Either Side Of The Same Town | Elvis Costello & The Imposters | 3:59 | |
| Strawberry Wine | Ryan Adams | 7:58 | |
| Reason To Believe | Tim Hardin | 1:59 | |
