Canada is Boring

Hosted by Rhys, a new Canadian with an outsider’s obsession for the country’s strangest stories, and Jesse, a proudly disengaged average Canadian, the show digs into the weirdest moments in Canadian history, politics, crime, culture, and folklore. From mystery tunnels and dead raccoon vigils to government “gaydar” machines, border brawls, Olympic snowboarders turned cartel figures, and the time the U.S. Army gassed Winnipeg, Canada...

A Canadian Olympic hopeful walks away from the slopes and into the heart of a violent international drug cartel. Rhys and Jesse trace Ryan James Wedlake’s path from Thunder Bay ski kid to Sinaloa lieutenant, weaving together family privilege, failed glory at Salt Lake City, cannabis grow ops, Hawala money transfers, and FBI most‑wanted status—plus an eventual takedown that netted tonnes of cocaine and millions in assets.

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Rhys and Jesse dig into the bizarre true story of Toronto’s 2015 “mystery tunnel” near York University. What started as a three‑metre‑deep, hand‑dug hideout with plywood supports, a generator, rosary beads, and a poppy quickly spiraled into global speculation: terrorist bunker for the Pan Am Games? Gang weapons cache? Something far worse?

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Rhys and Jesse return to with one of the most delightfully absurd Canadian stories ever told: the 2015 Yonge Street dead raccoon memorial. What begins as a sad little scene on a Toronto sidewalk turns into a full-blown public vigil—complete with Post-it notes, roses, sympathy cards, candles, a Jesus candle, a collection box, and even a parody Twitter account. It’s internet weirdness, and heartfelt stupidity all rolled into one epis...

When Jesse falls ill, Rhys steps in for a rare solo episode to issue a warning from lived experience. Drawing on his time in Wales during the 2016 Brexit referendum, Rhys explains how a seemingly fringe, “loonies and fruitcakes” movement blindsided the UK establishment, and what that means for rising Alberta separatism today.

He connects the dots between economic inequality, media-fueled resentment, online misinformation, and the se...

In this Patreon-only episode of Canada Is Boring, Rhys and Jesse dive into the truly biblical 1874–75 Rocky Mountain locust plague that turned the Prairies and parts of the US Midwest into a “living eclipse of the sun.” They tell the story of swarms estimated in the hundreds of billions to trillions of insects eating everything from crops and trees to wool, leather harnesses, and even the paint off wagons. We hear how desperat...

In this episode of Canada Is Boring, Rhys and Jesse dive into the bizarre true story behind Amazon Prime’s The Sexiest Man in Winnipeg, following former Winnipeg TV news anchor Steve Vogelsang from 1990s local celebrity and “sexiest man” titleholder to financially ruined, depressed journalism instructor living in his truck and ultimately turning to a hilariously low‑yield bank robbery spree across Regina, Saskatoon, and Medicine Ha...

In this part two of the Tim Hortons saga, Jesse Harley and Rhys Waters dig into how predatory private equity and corporate ownership have hollowed out one of Canada’s most beloved brands. Building on examples like Friendly’s and Toys “R” Us, they explain how firms use debt-loading, bankruptcy, and aggressive cost-cutting to squeeze short-term profit from companies, and how that model hit Tim Hortons after the Burger King/Restaurant...

Rhys and Jesse kick off a two‑part deep dive into how Tim Hortons went from a beloved Canadian community hub to something that feels strangely empty. They start with personal nostalgia: Jesse’s memories of the late‑90s Tim Hortons as a true “third place” where you’d just show up and see who was there, playing cards, smoking in the glassed‑off section, and chatting for hours. Rhys compares that to the role pubs used to play in the U...

In this episode of Canada Is Boring, Rhys shares the unbelievable true story of Eddie Haymour, a Lebanese-Canadian businessman who tried to build a Middle Eastern–themed mini theme park—complete with pyramids, mini golf, restaurants, and a giant camel—on tiny Rattlesnake Island in British Columbia. After years of obstruction, permit battles, and discriminatory treatment from provincial authorities, Eddie’s life collapses: his finan...

When a 69-year-old Churchill, Manitoba resident hears screams outside his home, he steps out in pajamas, slippers, and armed with nothing but a snow shovel—only to find a woman in the jaws of a polar bear. In this episode of Canada Is Boring, Rhys and Jesse dive into the incredible true story of William Ayotte, his split-second decision to attack one of the world’s most dangerous predators, the brutal mauling that followed, and the...

In this unexpectedly heavy episode of Canada Is Boring, Rhys and Jesse dig into a part of Canadian history many people never hear about: Canada’s 200‑year relationship with slavery.

While many Canadians grow up hearing about the Underground Railroad and Canada as a safe haven, Rhys reveals a much darker past—from New France-era slavery to British rule, and the brutal legal framework that allowed slavery to exist in Canada.

Rh...

The story of John Graham, a Canadian diplomat in 1960s Cuba who became an unlikely spy during the aftermath of the Cuban Missile Crisis. Because the United States had no embassy or formal presence in Cuba after the revolution, President John F. Kennedy quietly asked Canadian Prime Minister Lester B. Pearson for help. Pearson turned to Graham, a reserved career diplomat rather than a James Bond‑style op...

In this episode of Canada Is Boring, we dive into the bizarre and morbidly iconic death of Toronto lawyer Gary Hoy, a man so confident in shatterproof glass that he used his own body to prove it. From Bay Street law culture and 1980s Toronto skyscrapers to engineering failures and internet legend, we unpack how a routine office “party trick” turned into one of Canada’s strangest urban myths and staple of “dumb ways to die...

Rhys and Jesse dive into the unbelievable true story of Emma Edmonds, a New Brunswick woman who fled an arranged marriage, reinvented herself as Frank Thompson, and fought for the Union Army in the American Civil War. As a soldier, nurse, and spy, she infiltrated Confederate lines under multiple disguises, including as an enslaved labourer and as an Irish woman, gathering crucial intelligence and surviving bruta...

Brian Spencer grew up in remote Fort St. James, pushed toward the NHL by a hard working, hyper-intense sports dad who saw hockey as a path to opportunity. On the night of Brian’s first nationally televised NHL game, his father drove to a CBC station armed and took staff hostage after the Leafs game wasn’t aired, a standoff that ended with his father shot dead as Brian was being interviewed on Hockey Night in Canada.

Brian went o...

After 499 episodes proving that Canada is anything but boring, we’ve reached Episode 500, and we’re handing the microphone to the people who made it possible.

This special milestone episode of Canada Is Boring is a chaotic, heartfelt, occasionally abusive celebration featuring listener voice notes and a best-of clip reel pulled from hundreds of episodes.

This episode isn’t a victory lap. It’s a noisy thank-you card to everyone wh...

In 1886, Canada’s first Prime Minister, Sir John A. Macdonald, finally set out to see the country he had helped stitch together by rail. The Canadian Pacific Railway had just been completed, and a grand cross-country tour was planned, complete with speeches, pomp, and a private rail car.

What no one planned for was his wife.

Lady Agnes Macdonald was bored.

So bored, in fact, that she abandoned the Prime Minister’s private ...

When a beloved Canada Post program lets kids write letters to Santa, what could possibly go wrong? In 2007, Ottawa families found out the hard way. Rhys and Jesse dive into the true story of the “rogue elves” who sent obscene letters “from Santa,” the full-blown national panic that followed, and why the myth of Santa can be both magical and messed up.

0:00 – Intro Banter & Cozy Studio Setup

0:30 – “The Rogue Ottawa ...