TAPE 29 - "Jumbo 99 Cents Or Less Video Production House" Artwork

The Unorganized Township of Bootstuck

The Unorganized Township of Bootstuck is a documentary-style audio descent into a place that shouldn't exist—but very much insists that it does.

Once a forgotten military outpost in the depths of Northern Ontario, Bootstuck has taken on a life of its own. Discovered only through a pile of mislabeled cassette tapes at a Sudbury garage sale, the story of Bootstuck slowly unravels through scattered interviews, cryptic clues, and increasingly bizarre residents. The deeper you listen, the more you realize — this isn't just a town. It's a puzzle. And somewhere in that puzzle?

A plane crash that changed everything.

Somewhere between folklore, found audio, and fever dream, Bootstuck blurs the line between documentary and delusion—offering listeners a place to get lost in, over and over again.

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The Unorganized Township of Bootstuck

TAPE 29 - "Jumbo 99 Cents Or Less Video Production House"

July 10, 2025 • Richard Vandentillaart / Nick Vardon • Season 1 • Episode 29

Another tape cleaned up and transcribed, another mind bending conversation from the 'Stuck. It opens in classic Bootstuck fashion with a baffling promise to “pleasure a man with a musical number,” before drifting into talk about the arrival of Spring—though any meaningful plans from Caleb seem vague at best.

There's also an extended and pointless analysis of Dave’s calves, which are apparently “like bushes,” before the recording is interrupted by Steven in the other room loudly watching Of Human Bondage.

Most of the discussion is supposed to be about the business name—Jumbo 99 cents or Less Video Production House—which even they admit is awful and misleading. They can’t decide if it’s a store, a video place, or something else entirely.

And just as Hat Guy finally seems ready to reveal his real name, there’s the unmistakable sound of an auto collision on the line, cutting the whole thing short.

I’m left with more questions than answers. But I guess that’s how these tapes always go.

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0:06

So, uh, did you say something about pleasuring a man?Whoop, yo, but my toes itchyA little bit, yeah, made a man happy.You know, about that.I told you about that.Whoop, but my toe is really itchy right now, and hang on a second.Ooh.Okay, hello..Hi.Woo, there we are.Yeah, made a man happy and woman too.Is that right?care to explain.Dave said, we'll put on a show for you, a littlebit this, a little that like that.It was a pretty okay who asked me, I hadn't seen the show in a longWhat would you call it for?Well, I mean you called me actuallyOh, yeah. Usually you have something to tell me about the week and what's been going on.So I'll just ask you, what's been going on in Bootstuck?Springtime.When does springtime start?Now, actually, it's mid-March.Right now?What time is it it?It's 5 o'clock.Springtime!Caleb!Caleb's gonna start chopping different wood.We don't need firewood no more.He can use his abilities for other things now.WhoopHe's got a lotta free timeA lot of free time but uh Caleb seems to be one of the busier people living there.What does Caleb do for spring?I don't know.It's his first spring and bootstuckCaleb.CalebCaleb, what do you want to do for spring?OhOkay, well.He's going to get to spring from the mattress and put him on his shoesWoo!I got short paying sometimes.I'll wear him outside on days when lots of rain and we got to count the buckets.Knees get soaked.Dave's cut out the knees of his pants, using his patches for his elbows, 'cause his elbows kept getting worn out.Probably should have just put his elbow patches on his knees, 'cause now his knees are worn out.Whoop That's okay.Got no hair on his knees, but look at his calves.Those things are like bushes.Ooh.This is all very disturbing.Ooh.And possibly a bit too much detail.Steven!Now, what's going on there?I don't.Hold on, now.Now that you've seen part one of human bondage, let's turn now Westinginghouse program.Easy on the eyes...Suppose that you want to get a closer look atmy knob and There!You can almost tell whether it's real or not.No, no, no.Amazing, isn't it?If we could move on..Do you know how to do to rewind things?That's.Like a VHS tape, yeah.You ever have to do the rental tape machine thing and give it back and you didn't rewind it?I give them the tape upside down and hope they don't notice.I don't even knowice what to say.We should open a video shop.That's what we should do up here in BootstuckWe'll call it jumbo 99 cents or less video production house.Yep.WhoopYeah, that may need a little market focus.It's a start.It's good start.How many people would rent videosYeah, if we had a video store, more people than if we didn't, that's for sure100% turnover and growth.That's pretty good.I don't know if about the turnover parts.Apple turnovers are good, though.If you had 100 of thosethat'd be okay for a business.Absolutely remarkable.Anywho, have you ever gone to any kind of business school or?Yeah, I' going to all sorts of business schools.There's one that I do in the morning time.I count my blessings.One, two, four, seven, eight, 72.And you add them all up together, and that's mathematicsLearning in business..You also need to know people to know business, because if you don't know people, how are you going to do the math with them?That's a fair point.Fair point, dollar made.Woo!So, how many businesses have you worked for or what with?Like, what have you done for a career?Well, mostly I'm a collector, you see.Woo!I collect to collect lots of different things.Yeah, whoos, I like to collect hats.I think you know that about me.They all call me hat guy around here.My real name is

People on this episode

Nick Vardon

Host

Richard Vandentillaart

Host