The Unorganized Township of Bootstuck

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The Unorganized Township of Bootstuck

Richard Vandentillaart / Nick Vardon

52 episodes

4 hours ago

In this episode, Bootstuck checks off another major cultural milestone after finally finishing Who’s the Boss—though it takes some time to determine whether the title refers to the vacuum man, the working woman, or the elderly authority figure who “likes a lot of sex and tells everybody what to do.” Confident they’ve solved it, the group prepares to move on to Perfect Strangers, pluralized for safety. The conversation shifts to springtime and snow removal, which in Bootstuck does not involve ...

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Comedy Interviews

All content for The Unorganized Township of Bootstuck is the property of Richard Vandentillaart / Nick Vardon and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.

In this episode, Bootstuck checks off another major cultural milestone after finally finishing Who’s the Boss—though it takes some time to determine whether the title refers to the vacuum man, the working woman, or the elderly authority figure who “likes a lot of sex and tells everybody what to do.” Confident they’ve solved it, the group prepares to move on to Perfect Strangers, pluralized for safety. The conversation shifts to springtime and snow removal, which in Bootstuck does not involve ...

Show more...

Comedy Interviews

Episodes (20/52)

The Unorganized Township of Bootstuck

TAPE 60 - The Social Media Flyer

In this episode, Bootstuck checks off another major cultural milestone after finally finishing Who’s the Boss—though it takes some time to determine whether the title refers to the vacuum man, the working woman, or the elderly authority figure who “likes a lot of sex and tells everybody what to do.” Confident they’ve solved it, the group prepares to move on to Perfect Strangers, pluralized for safety. The conversation shifts to springtime and snow removal, which in Bootstuck does not involve ...

1 week ago

4 minutes

The Unorganized Township of Bootstuck

TAPE 59 - The Day Bootstuck Thought Lorde Was Coming

The episode opens with a chaotic voicemail and quickly spirals into a very Bootstuck conversation about frozen rivers, rubber-banding birds to make them quieter, and the town’s proudly nonsensical “fish maze.” As the caller tries (and fails) to get a coherent answer from Bootstuck’s resident rambler, the discussion veers into Valentine’s Day preparations, including a contest involving hearts hidden around town — some carved, some hung, some written in the snow in ways that probably shouldn’t ...

2 weeks ago

4 minutes

The Unorganized Township of Bootstuck

TAPE 58 - The Day Jonathan Frakes Wandered In

This tape begins as an attempt to discuss traffic conditions in Bootstuck and immediately collapses into a strange meditation on Dave’s “back 40,” which turns out not to be land at all, but a graveyard of empty bottles and 14 immobile cars. Before the conversation can gain any structure, Jonathan Frakes drunkenly bursts into the recording, mutters something unintelligible, and disappears—an event the Bootstuck resident barely acknowledges before resuming his ramble. From there, the narrator i...

1 month ago

4 minutes

The Unorganized Township of Bootstuck

TAPE 57 - Toilet Paper Shed 6A

In this tape, two residents attempt to solve problems they clearly do not understand, beginning with the collapse of the township’s food supply and spiraling into Dave’s catastrophic “shed incident” involving a porcupine, several gallons of maple syrup, and far too much confidence. What follows is a wandering, deeply unhelpful conversation covering toilet paper hoarding, black licorice optimism, dangerous transportation ideas, and a revolutionary invention meant to help men fake childbirth em...

1 month ago

4 minutes

The Unorganized Township of Bootstuck

TAPE 56 - Bowling for Stars and Purple Kush

This tape opens with what sounds like a cheap local radio ad for World of Bowling — a chaotic pitch about “hard or soft balls” that fades into a conversation so derailed it feels like a hallucination in real time. The interviewer tries to talk about bowling, but in Bootstuck, “bowling” apparently involves rolling people down a hill and occasionally throwing Caleb at the problem. From there, the discussion drifts through roosters in boxes, gardens full of “purple kush lilacs,” and the revelati...

1 month ago

8 minutes

The Unorganized Township of Bootstuck

TAPE 55 - The Mushroom Intelligence Test with Corn Juice

The tape begins with a voicemail — a jumble of static, mumbling, and the distinct sound of someone explaining how to “fix” a cassette with a pencil and a wiggle. From there, the conversation slides straight into Bootstuck logic: juice made from pinecones, acorns, and possibly corn itself. Soon the townsfolk are preoccupied with a new community effort — putting up lost cat posters around town. The posters, placed two feet high so the missing feline might “see them,” are an act of optimism more...

2 months ago

4 minutes

The Unorganized Township of Bootstuck

TAPE 54 - Screw the Violins Together

Bootstuck receives another baffling shipment — one that somehow contains blank coins with holes, six violins (or possibly chair parts), an unidentified handled object, and an alarming number of beans. Between coughing up a real frog mid-conversation and debating how to “screw violins together,” the townsfolk attempt to make sense of their new supplies. They even claim to have a refrigerator — though it doesn’t run and functions mostly as a bookshelf. Somewhere between food safety and symphony...

2 months ago

4 minutes

The Unorganized Township of Bootstuck

TAPE 53 - A Pocket Full of Slaps

A confused caller accidentally goes live on the air and immediately loses his composure, setting the tone for another chaotic dispatch from Bootstuck. Between jam jars, smoke-filled air, and impromptu fire dances, the locals’ musical ambitions get derailed by missing spoons, homemade concerts, and a mysterious old man who may—or may not—have threatened someone’s life. When the tape recorder clicks on, we hear the chilling voice of a stranger offering a pocket rummage before the narrator bolts...

2 months ago

4 minutes

The Unorganized Township of Bootstuck

TAPE 52 - A Hard Rain’s Gonna Fall (and Build a Lake)

A torrential downpour hits Bootstuck, and the townsfolk treat it like an Olympic event. Our narrator excitedly describes his tactical methods for “dodging raindrops” and “putting out buckets,” before proudly announcing the formation of a brand-new body of water—Bootstuck Lake—created (apparently) by the rain itself. In between weather reports, Hat Guy makes a slippery return after tumbling down the stairs on a pile of sports magazines no one can read. These glossy imports inspire a new commun...

2 months ago

4 minutes

The Unorganized Township of Bootstuck

TAPE 51 - The Personal Walking Association

In this installment, the documenteur’s patience continues to erode as Bootstuck introduces yet another baffling innovation: the Personal Walking Association (or “PWA”). According to the locals, it’s an organized fitness initiative led by a man named Uber who walks people around “places.” Membership numbers stretch into the millions, and no one seems entirely sure what it’s for — except that it involves walking, sometimes sideways, and occasionally into trees. From there, the topic of physical...

2 months ago

4 minutes

The Unorganized Township of Bootstuck

TAPE 50 - The 'Stuck' Travel Show

The documenteur, once again hanging by a thread of patience, tries to have a reasonable conversation while the residents of Bootstuck crawl around town “looking for scraps” and debating the difference between beets and beats. What begins as small talk about sore knees quickly dissolves into confusion about dance parties, water suppliers named River, and the discovery of Bootstuck’s newest local celebrity — Waving Tony, a man whose entire existence revolves around the art of waving. Tony waves...

2 months ago

4 minutes

The Unorganized Township of Bootstuck

TAPE 49 - Chamomile, Chloroform, and the Big Word Board

The documenteur once again attempts to establish a thread of logic in Bootstuck, only to be derailed immediately by talk of sleep aids — ranging from chamomile tea to the rather more concerning chloroform and carbon monoxide. Dave, it seems, has been missing for six weeks, but nobody’s alarmed; apparently, he was just “sleeping under a tree." When pressed about education in Bootstuck, the locals reveal their belief that everyone simply “comes with the knowledge,” meaning there are no schools,...

2 months ago

4 minutes

The Unorganized Township of Bootstuck

TAPE 48 - Dave Needs Peanuts

The recording begins with confusion over who’s actually speaking—Dave has stepped away to rescue yet another burned pot of porridge, leaving the conversation in the hands of Hat Guy. What follows is an increasingly unhelpful brainstorming session about Post-it notes. Dave has been scattering them across fields, hoping the mysterious “Dropbox guy” might deliver peanuts. Suggestions arise that maybe, instead of begging for legumes, they could use the notes to ask where they actually are. Caleb ...

3 months ago

4 minutes

The Unorganized Township of Bootstuck

TAPE 47 - The Gary Pointing System

This tape drifts between nonsense poetry, snack offerings, and unexpected town updates, stitched together by interference and interruptions. It opens with a ramble about dandelions, wishes, and snow cones, before a voice insists on offering the interviewer a peanut butter sandwich through the radio. Things derail into complaints about “wave and Tony,” which is either a person, a product, or both, depending on when you tune in. The chaos continues: Bootstuck now boasts a Gary Pointing System (...

3 months ago

4 minutes

The Unorganized Township of Bootstuck

TAPE 46 - The Hot Chocolate Day Ruffle Kerfuffle

Another one from the Sudbury box that reads like half a weather report and half a late-night infomercial. It begins with someone solemnly tuned to the “hot chocolate channel,” explaining how to make your cocoa the exact temperature you desire — and, when it cools, how to rescue it with a scoop of something Bootstuck calls hotener. Caleb is dispatched to “boil up another pot” while the rest of the room debates whether a glass will do the job. The day turns stranger fast. Background noise (a “r...

3 months ago

4 minutes

The Unorganized Township of Bootstuck

Tape 45 – Face Eyes and Moon Howls

Bootstuck begins the day with a greeting both dramatic and obvious: “Here I am. Look at my face eyes.” From there, the conversation turns lunar. The townsfolk celebrate the moon depending on its fullness—full moons get full howls, half moons get hoots, and cloudy nights simply mean supper. This tradition, naturally, comes from a wild dog. Dinner is also a focus, thanks to the arrival of 72 cans of dinosaur soup. The red-sauced noodles shaped like brontosauruses and spiky dinosaurs quickly bec...

3 months ago

4 minutes

The Unorganized Township of Bootstuck

TAPE 44 - The Ocean Comes To Town

Spring stirs something in Bootstuck, and apparently that something is an ocean under construction. What began as a single hole, diligently filled with Caleb’s 17 buckets of water, has now become a civic engineering project—one bucket per week until the town achieves “ocean status.” Skeptics suggest it’s more of a pond, but optimism prevails. In equally practical fashion, the locals have invented short pants by cutting long ones in half, rotating them daily so that nobody has to fully commit t...

3 months ago

4 minutes

The Unorganized Township of Bootstuck

TAPE 43 - The Bootstuck Nude Racing League

This week in Bootstuck, a new civic initiative is announced: treasure chests filled with nickels and notes will be hidden around town, doubling as both a wishing well and a municipal mystery. Meanwhile, preparations are underway for a “cake show,” featuring Gerald popping out of one, Caleb baking another, and Dave inevitably producing something spaghetti-shaped. The town also attempts a census by slapping numbered sticky notes on people’s heads—accuracy optional. And as winter ends, the commu...

4 months ago

4 minutes

The Unorganized Township of Bootstuck

TAPE 42 -Dave’s Dependency Depot

Bootstuck continues its grand tradition of opening businesses that should not exist. Fish Beach, the town’s only two-fish restaurant, is thriving thanks to its “hooking parties,” while Tongues and Toes — the shoe-store-coffee-house hybrid that once served cups of Joe’s literal ashes — is finally closing its doors. (Don’t worry, the locals are going back to drinking gravy.) The conversation drifts to childhood snacks (wagon wheels, children — same thing), oddly colored elbows, and Bootstuck’...

4 months ago

4 minutes

The Unorganized Township of Bootstuck

TAPE 41 - A Bootstuck BBQ & A

The latest tape finds our documenter once again baffled by Bootstuck’s cast of interrupters, half-formed ideas, and curious definitions of everyday life. It begins with a supposed “hat guy” sighting, quickly derailed by a newcomer who can’t open his mouth more than a finger-width. From there, the conversation slides into a burned kettle story, the philosophy of “smart ass” versus “dumb ass,” and a failed attempt to pin the label on Steven. Dave is caught walking on a treadmill—not for health,...

4 months ago

4 minutes