The Unorganized Township of Bootstuck

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.

Episodes

May 30, 2026 4 mins

A simple trip to pick up supplies turns into another classic Bootstuck adventure as directions become optional, shopping lists become negotiable, and nobody seems entirely sure where they're going. While attempting to gather essentials like butter and eggs, the conversation quickly drifts into gravy inventories, mysterious ingredients, and the discovery that someone may have accidentally mixed cement into the town's food ...

Listen
Watch
Mark as Played

What begins with a loud bang and fears of the apocalypse quickly turns into another perfectly normal day in Bootstuck: old ladies crashing into buildings, philosophical discussions about black holes, and a town-wide effort to secretly redistribute excess snow under cover of darkness. Between warnings about being stretched apart in space, debates over the ideal Christmas color palette, and deeply confusing traffic logic, the hosts a...

Listen
Watch
Mark as Played

A simple attempt to discuss “ideas that make sense” quickly collapses into a Bootstuck philosophy: if it doesn’t make money, why bother making sense at all? This sparks a wildly misguided dive into nonprofits (or “no profits”), leading to a charity built entirely around collecting scrap metal… somehow resulting in wheelchairs, though no one is quite sure how—or for whom. As logic continues to unravel, the conversation veers into go...

Listen
Watch
Mark as Played

A strange noise sparks a deeply confusing (and possibly supernatural?) discussion about Philip—a long-missing Bootstuck resident who may or may not still be wandering around carrying random objects and smelling up the back-back-back woods. As the hosts try to piece together Philip’s timeline (pre-plane, pre-everyone, possibly pre-logic), they uncover a bigger mystery: Shed #14 has vanished… along with its highly questionable conten...

Listen
Watch
Mark as Played
April 17, 2026 4 mins

A bizarre car commercial leads into a discussion about Bootstuck’s newest vehicle: a peanut-shaped car supposedly bought from Mr. Peanut and powered by decidedly non-almond fuel.

Elsewhere, credit cards are applied for via the “social media flyer” and mailed off as paper airplanes, while a new town fitness initiative is led by someone named Jim… or possibly the concept of a gym itself.

With an amusement park in the works and “sticky ...

Listen
Watch
Mark as Played

A discussion about proper plumbing quickly unravels into a full-blown Bootstuck renovation crisis, as the town debates the future of its deeply questionable bathroom setup — including a permanently yellow “formerly white” toilet rug and a carpeted seat that may or may not be worth saving for winter.

With no real oversight beyond the self-appointed Arts and Craft Council (comprised entirely of the people having the conversation), pla...

Listen
Watch
Mark as Played

This week’s call to Bootstuck begins with a surprisingly large audience gathered to listen in — though most of them quietly leave through the back door before being counted. Conversation turns to local cuisine, including a house mustard recipe featuring red dirt, pine clover, and enough mystery spice to apparently represent half of Asia.

Plans are also underway for the next big Bootstuck reunion, where traditional games include egg-...

Listen
Watch
Mark as Played
March 5, 2026 4 mins

A routine call to Bootstuck quickly turns into a tour of the town’s rapidly expanding art scene. With Caleb busy hanging pictures “upside down but sideways,” it’s revealed that Bootstuck has recently welcomed an artist — and the results are… unconventional. Caleb’s latest project involves painting the outside view on the inside walls of the house and the inside of the house on the outside, creating what may be either a groundbreaki...

Listen
Watch
Mark as Played

A noticeable drop in “whoops” leads to the revelation that Dave’s bout of whooping cough forced a temporary ban on celebratory noises — and some very questionable problem-solving methods. Bootstuck turns its attention to spring entertainment, including a seatless bicycle race through the forest and ongoing recruitment efforts to lure visitors north using a maze of travel instructions and social media flyers.

Local “discoveries” incl...

Listen
Watch
Mark as Played
February 19, 2026 4 mins

Tape 65 kicks off with excitement over an incoming Dropbox delivery, triggered into action by a green flag that probably means “go.” Spring maintenance follows, including rotating the tires on Dave’s car — which hasn’t moved — with a confident “half quarter turn.”

Bootstuck (now officially rebranded as “The Stuck”) also unveils its next big attraction: a travel show where visitors are blindfolded, spun around, and released somewhere...

Listen
Watch
Mark as Played
February 12, 2026 4 mins

When asked a simple question about rain, Bootstuck responds the only way it knows how: with large-scale tarp engineering and aggressively sticky-tacked grocery bags. Why spend $800 on a rain shell when you can fashion one from leftover Piggly Wiggly plastic and optimism? Spring has arrived, which means it’s time to string up old military tarps between trees, relocate the outhouse five feet to the left (or left), and reconsider the ...

Listen
Watch
Mark as Played
January 29, 2026 4 mins

Tape 63 begins with an earnest attempt to advocate for dark matter, quickly pivoting into a passionate defense of Pluto, now rebranded as “Dwarfy,” a misunderstood ice dwarf traveling the wrong way and apparently deserving emotional support. A surprise interruption by Neil deGrasse Tyson does little to clarify matters, as Pluto’s size, temperature, and relationship to the sun are debated with mixed metaphors and diminishing patienc...

Listen
Watch
Mark as Played

Tape 62 opens with a discussion of silliness that quickly spirals into confusion over string, strength, and a much-anticipated “stripper” coming to town—revealed to be strictly for removing paint, not clothing. From there, spring preparations begin in earnest, including plans to repaint fallen leaves and reattach them to trees with Caleb’s help, sometime between now and mid-May.

Seasonal activities in Bootstuck include off-leash Cal...

Listen
Watch
Mark as Played
January 16, 2026 4 mins

Tape 61 begins as a rambling voicemail about making a very urgent personal decision, before veering into a rescue operation involving a lost baby raccoon, an upside-down milk container, and Caleb acting as both lookout and chair. Along the way, concerns are raised about Caleb’s homemade cigarettes, soup sandwiches, and whether bagels are named for what they are or the bags they come in.

The conversation drifts into ambitious plans t...

Listen
Watch
Mark as Played
December 18, 2025 4 mins

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 spri...

Listen
Watch
Mark as Played

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 h...

Listen
Watch
Mark as Played

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 ackno...

Listen
Watch
Mark as Played
November 20, 2025 4 mins

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 ...

Listen
Watch
Mark as Played

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 ...

Listen
Watch
Mark as Played

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...

Listen
Watch
Mark as Played

Popular Podcasts

    Hey Jonas! The official Jonas Brothers podcast. Hosted by Kevin, Joe, and Nick Jonas. It’s the Jonas Brothers you know... musicians, actors, and well, yes, brothers. Now, they’re sharing another side of themselves in the playful, intimate, and irreverent way only they can. Spend time with the Jonas Brothers here and stay a little bit longer for deep conversations like never before.

    Dateline NBC

    Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com

    Love Trapped

    Former Bachelor Clayton Echard’s casual one-night fling turned into a paternity nightmare. When the news broke about the scandal, no one believed Clayton at first. He was a reality TV star, and an unpopular one at that. Clayton found himself trying to prove the truth, while trapped in a web of lies, manipulation, and threats. He would soon discover he was not the only one. At its core, this is a story about who you believe and why. It’s an epic battle that would take a group of strangers, citizen sleuths from across the world, to crack the case and finally hold someone accountable. New episodes of Love Trapped are released every Thursday, starting February 26th, 2026. If you would like to reach out to the Love Trapped team, email us at lovetrappedpod@gmail.com and follow along on Instagram @glasspodcasts.

    Crime Junkie

    Does hearing about a true crime case always leave you scouring the internet for the truth behind the story? Dive into your next mystery with Crime Junkie. Every Monday, join your host Ashley Flowers as she unravels all the details of infamous and underreported true crime cases with her best friend Brit Prawat. From cold cases to missing persons and heroes in our community who seek justice, Crime Junkie is your destination for theories and stories you won’t hear anywhere else. Whether you're a seasoned true crime enthusiast or new to the genre, you'll find yourself on the edge of your seat awaiting a new episode every Monday. If you can never get enough true crime... Congratulations, you’ve found your people. Follow to join a community of Crime Junkies! Crime Junkie is presented by Audiochuck Media Company.

    Stuff You Should Know

    If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.

Advertise With Us
Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2026 iHeartMedia, Inc.

  • Help
  • Privacy Policy
  • Terms of Use
  • AdChoicesAd Choices