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Canada is Boring
Five Hundred Episodes (A Listener Takeover)
Ep. 500
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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 who listened, shared an episode, yelled at us online, or sent a voicemail that forced us to double-check the facts.
Onwards to the next strange Canadian story.
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504. The Man Who Remembered Everything
43:17||Ep. 504The 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 operative, and tasked him with confirming whether the Soviets were actually removing their nuclear weapons from the island.Graham declined CIA spy gadgets, including a covert camera, because being caught with obvious espionage equipment would have been too dangerous. Instead, he relied entirely on his remarkable memory, driving around Cuba in check shirts and khakis, observing troop movements, equipment, missile silhouettes, and radar installations from the outside, then returning to the Canadian embassy each day to reconstruct everything from memory, down to distances, serial numbers, and layouts. His detailed reports, cross‑checked with imperfect high‑altitude spy photography, helped reassure Washington that the Soviets were indeed complying, contributing quietly but significantly to the de‑escalation of the crisis. For this work, Graham received no parade or public recognition, simply continuing his career as a successful Canadian diplomat.
503. Shatterproof Logic
22:42||Ep. 503In 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” lists.Get early access and premium content.
502. The Secret Adventures of Emma Edmonds
45:10||Ep. 502Rhys 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 brutal battles before malaria forced her to abandon her male identity and return to Canada. Get early access and premium content.
501. Hockey Night, Hostage Night
35:46||Ep. 501Brian 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 on to play 10 NHL seasons, only see a tragic end of his own, proving once again that Canada’s relationship with hockey has always been… complicated.Get early access and premium content.
499. Lady Macdonald: Extreme Train Rider
42:54||Ep. 499In 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 car, climbed into the locomotive cab, blasted the whistle at crossings, ignored orders from her husband, and eventually talked her way into riding on the cowcatcher at the very front of the train, from the Rocky Mountains all the way to the Pacific Ocean.Yes. The outside of the train.Sitting on a candle box.At speed.Through mountain descents, landslides, near derailments, forest fires, and even a full-on pig collision in the Fraser Valley.Joined reluctantly by a deeply stressed government superintendent whose job description rapidly shifted to “human seatbelt.”Along the way, Lady Agnes waved to crowds, dared her husband to join her (he did, briefly), and redefined Victorian ideas of decorum, safety, and common sense—while Sir John A. retreated back to the bar car.Based on “Fur and Gold” by John Pearson (Black Press Media)
498. Ottawa's Evil Christmas Elves
37:36||Ep. 498When 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 Setup0:30 – “The Rogue Ottawa Christmas Elves” – Episode Title Reveal1:00 – Original Christmas Song Cold Open2:00 – Welcome to the Festive Special2:34 – Canada Post’s “Write to Santa” Program Explained3:13 – How Volunteers Personalize Santa’s Letters4:39 – A Rogue Elf Appears: Obscene Letters to Kids5:54 – Reading the Infamous Santa Letter8:44 – A Child Loses Faith in Santa9:21 – Is the Santa Myth Economically Unfair?11:49 – Santa, Parents, and the Cost of Christmas Magic13:12 – Canada Post’s Crisis Mode: ‘Very, Very Serious’13:40 – Program Suspended – A ‘24’-Style 48-Hour Hunt14:22 – New Safeguards & “Save Santa” Campaign16:31 – CBC Report: Canada Post Finds the Rogue Elves17:08 – Twist: The Culprits Were Minors18:24 – Rhys’ Netflix-Worthy Kid Heist Movie Pitch21:36 – Overreaction or Charming Protectiveness?23:11 – Mystery Solved: Just Kids Messing Around23:41 – “Kid Heist” as a Movie Concept25:10 – Reflecting on 2025 & Trudeau/Katy Perry Gag26:01 – Jesse Leaves Halifax & Plans South America Travels28:37 – Sleeper Buses and Budget Travel Dreams28:59 – Thank You, Listeners – Nearing 500 Episodes29:22 – SpeakPipe Call for Messages30:26 – YouTube & Spotify Comments, Listener Love31:27 – Jesse’s Nightmare Roommates & Party House33:20 – Finally Living Alone & Less Stressed34:39 – The Old House, Halifax Explosion & Brothel Rumours35:16 – Sign-Off: Christmas Wishes & Family Tolerance36:29 – Musical Outro – Festive Canada Is Boring Song
497. The Universal Ostrych Affair
40:57||Ep. 497Join hosts Rhys and Jesse as they dive into one of Canada’s wildest headlines: the ostrich farm saga! When bird flu hits a BC farm, government agencies, courts, and a whirlwind of online activists get involved in a controversy that's part public health crisis, part property rights battle, and all-out spectacle. Expect sharp commentary, hilarious asides, political twists, and impassioned protests.All our links:https://bio.to/canboringThis podcast is hosted two idiots and created purely for entertainment purposes. By accessing this Podcast, I acknowledge that the CIB Podcast makes no warranty, guarantee, or representation as to the accuracy or sufficiency of the information featured in this Podcast. The information, opinions presented in this Podcast are for general entertainment and humor only and any reliance on the information provided in this Podcast is done at your own risk. However, if we get it badly wrong and you wish to suggest a correction, please email canadianpoliticsisboring@gmail.com
496. Chris The Dude Who Does Stuff (Premium)
10:47||Ep. 496In this explosive episode of Canada Is Boring, we dive into the political earthquake shaking Ottawa and Nova Scotia as MP Chris d’Entremont crosses the floor from the Conservative Party to the Liberals.The longtime Acadie–Annapolis MP, known for his strong local voter loyalty, stunned Parliament by announcing his decision immediately after the federal budget was tabled — a move that has triggered allegations, backlash, and deep questions about the leadership tone of Pierre Poilievre’s Conservative Party.D’Entremont reveals he barely held his seat in the recent election — not because of national momentum, but because of his personal brand and decades of local trust. He says many lifelong Conservative supporters told him they could no longer vote for him under Poilievre’s leadership style, forcing him to distance his campaign from the party leader during the election.The tipping point?A dramatic confrontation where Conservative House Leader Andrew Scheer and party whip Chris Warkentin allegedly barged into his office, yelled at him, and accused him of being a “snake.” D’Entremont says the incident “sealed the deal” on his decision to join Prime Minister Mark Carney’s Liberals, describing a culture of negativity, toxic behaviour, and a party that felt “more like a frat house than a serious political organization.”The Conservatives deny the allegations — calling d’Entremont a liar, insisting the meeting was calm, and accusing him of turning his back on voters. Meanwhile, internal turmoil continues, with Edmonton MP Matt Jeneroux resigning days later and reports of senior party strategists scrambling to prevent more defections.From accusations of chaos inside the Conservative caucus, to the MP being booed at a Remembrance Day service, to the wider questions about leadership, tone, and political loyalty — this episode breaks down everything Canadians are arguing about.Floor crossing. Leadership battles. Nova Scotia politics. Party culture wars. Loyalty versus survival.This is Canadian politics at its pettiest, messiest, and most fascinating.All our links:https://bio.to/canboringThis podcast is hosted two idiots and created purely for entertainment purposes. By accessing this Podcast, I acknowledge that the CIB Podcast makes no warranty, guarantee, or representation as to the accuracy or sufficiency of the information featured in this Podcast. The information, opinions presented in this Podcast are for general entertainment and humor only and any reliance on the information provided in this Podcast is done at your own risk. However, if we get it badly wrong and you wish to suggest a correction, please email canadianpoliticsisboring@gmail.com