| A Few Jokes Beyond Us | Garrison Keillor, Sue Scott, Tim Russell, Tom Keith, Richard Dworsky, Peter Johnson ("Down Yonder" performed by The Guy’s All‐Star Shoe Band) | | | 4:40 | |
| Atheists and Unitarians | Garrison Keillor, Sue Scott, Tim Russell, Tom Keith, Richard Dworsky ("Turkey in the Straw" performed by The Guy’s All‐Star Shoe Band) | | | 1:44 | |
| Bostonians, Blondes and Bovines | Garrison Keillor, Sue Scott, Tim Russell, Tom Keith, Richard Dworsky, Peter Johnson ("Always Look on the Bright Side of Life" performed by VocalEssence with The Guy’s All‐Star Shoe Band) | | | 3:22 | |
| Early | Garrison Keillor, Becky Schlegel, Brian Fesler, Richard Dworsky and The Guy’s All‐Star Shoe Band | | | 3:37 | |
| Einstein, Irish and an Archaeologist | Garrison Keillor, Sue Scott, Tim Russell, Tom Keith, Richard Dworsky ("Always Look on the Bright Side of Life" performed by VocalEssence with The Guy’s All‐Star Shoe Band) | | | 2:53 | |
| Everly Duet Contest | The Everly Brothers, Mary Chapin Carpenter, Vince Gill, Garrison Keillor, Kate MacKenzie, Robin & Linda Williams, Buddy Emmons, Heather Kolbrek, Richard Dworsky and The Guy’s All‐Star Shoe Band | | | 3:28 | |
| In the Garden | Meryl Streep, Garrison Keillor, Richard Dworsky and The Guy’s All‐Star Shoe Band | | | 2:58 | |
| Jingle Medley: Powdermilk Biscuit Theme / Rhubarb / Ketchup / Guy's Shoes / Powdermilk Biscuit Theme | Tim Russell, G. Keillor, R. Dworsky, Powdermilk Biscuit Band, The Guy’s All‐Star Shoe Band, The Hopeful Gospel Quartet | | | 2:55 | |
| John Henry | Garrison Keillor & The Guy’s All‐Star Shoe Band | | | 3:21 | |
| Meiko Tribute (sketch) | Garrison Keillor, Richard Dworsky, The Guy’s All‐Star Shoe Band | | | 3:22 | |
| Men Don't Change Lightbulbs | Garrison Keillor, Sue Scott, Tim Russell, Tom Keith, The Guy’s All‐Star Shoe Band, VocalEssence | | | 3:10 | |
| Sitting on Top of the World | Sam Bush, Stuart Duncan, Howard Levy, Joe Savage, Richard Dworsky and The Guy’s All‐Star Shoe Band | | | 4:39 | |
| That’s All Right Mama | Pat Donohue with The Guy’s All‐Star Shoe Band | | | 2:35 | |
| The Differences Between Men and Women | Garrison Keillor, Sue Scott, Tim Russell, Tom Keith ("Macarena" performed by The Guy’s All‐Star Shoe Band) | | | 2:50 | |
| The Plumber Is the Man | Garrison Keillor and Tim Russell with The Guy’s All‐Star Shoe Band | | | 2:51 | |
| Unfriended | Garrison Keillor and The Guy’s All‐Star Shoe Band | | | 1:54 | |
| We Are the World | VocalEssence with The Guy’s All‐Star Shoe Band | | | 2:02 | |
| Ying Tong Song | VocalEssence with Tim Russell, Tom Keith and The Guy’s All‐Star Shoe Band | | | 3:34 | |
| You Make Me Feel Like I'm in Minnesota | Andra Suchy with The Guy’s All‐Star Shoe Band | | | 2:47 | |
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