| Our Anniversary | Smog | 6:17 | |
| Twameva Mata | Golden Spine, Bonnie Prince Billy, Thor Harris | 4:47 | |
| Jack-A-Roe | This Is The Kit | 4:30 | |
| History of Lovers | Calexico, Iron & Wine | 3:09 | |
| Work Hard / Play Hard | Palace Music | 2:50 | |
| Astral Weeks - 1999 Remaster | Van Morrison | 7:06 | |
| I Pity the Country | Willie Dunn | 2:55 | |
| Cloudy Shoes | Damien Jurado | 4:08 | |
| Deep Blue Sea | Art Lown | 2:43 | |
| Rudy Foolish | Bonnie Prince Billy, Matt Sweeney | 4:12 | |
| God Is Waiting | Matt Sweeney, Bonnie Prince Billy | 3:07 | |
| Cry All Day | Wilco | 4:16 | |
| Strangers (2020 Stereo Remaster) | The Kinks | 3:21 | |
| Wintersong | Blake Mills | 4:16 | |
| Little Bridges | Angie Hart, Bonnie Prince Billy | 4:19 | |
| When We Are Dogs | Jaye Jayle, Bonnie Prince Billy, Patrick Shiroishi | 7:00 | |
| Albion Moonlight | William Tyler | 3:17 | |
| Poison Cup | M. Ward | 2:40 | |
| Alone But Moving | Here We Go Magic | 3:57 | |
| Green, Green Rocky Road | Dave Van Ronk | 3:42 | |
| I’ll Be Here In the Morning | Jason Molina | 2:29 | |
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| For You | Carly Johnson, Bonnie Prince Billy | 4:21 | |
| Willow, Pine and Oak | Bonnie Prince Billy | 3:44 | |
| Backseat | Darker My Love | 3:15 | |
| Theologians | Wilco | 3:32 | |
| Jazz on the Autobahn | The Felice Brothers | 4:32 | |
| Don’t Slow Me Down (feat. Bonnie Prince Billy) | Ashley Shadow, Bonnie Prince Billy | 4:29 | |
| Outer Space | John Grant | 3:14 | |
| Face Crinkle | Thee Conductor, Bonnie Prince Billy | 2:48 | |
| There Can Be Only One | Cass McCombs | 4:17 | |
| Modern Pressure | Daniel Romano | 3:54 | |
| Miki Dora | Amen Dunes | 5:03 | |
| 86 | The Marquis de Tren, Bonnie Prince Billy | 2:10 | |
| Keeping Secrets Will Destroy You | Bonnie Prince Billy | 6:00 | |
| Mr. Tough | Yo La Tengo | 4:05 | |
| Cash Up | Stephen Malkmus | 4:06 | |
| Take Me Home, Pt. 2 | cabane, Bonnie Prince Billy | 2:40 | |
| The Morning of Our Lives | Jonathan Richman & The Modern Lovers | 5:26 | |
| Playing in the Band | Tunde Adebimpe, Lee Ranaldo & Friends | 9:46 | |
| Roya | Daniel Romano | 3:17 | |
| Absolute Loser | Fruit Bats | 3:51 | |
| Wallins Creek Girls | Bonnie Prince Billy, Nathan Salsburg | 2:12 | |
| Floating Out | Rose City Band | 5:30 | |
| Peace Like a River | Paul Simon | 3:23 | |
| Nobody but You | Lou Reed, John Cale | 3:45 | |
| Greatest Show on Earth | The Felice Brothers | 5:30 | |
| Ferrari in a Demolition Derby | Trembling Bells, Bonnie Prince Billy | 4:14 | |
| Wish I Had Not Said That | J.J. Cale | 3:22 | |
| Sorry You're Sick | Ted Hawkins | 2:10 | |