In this unexpectedly heavy episode of Canada Is Boring, Rhys and Jesse dig into a part of Canadian history most 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.

Rhys and Jesse take a hard left turn from jokes into one of the darkest and least‑discussed parts of Canadian history: slavery in Canada. From New France’s Code Noir to household slaves as status symbols, from Marie‑Joseph Angélique and Chloe Cooley to the slow legal death of slavery by the 1820s, this episode challenges the myth of Canada as the purely “good guy” of North American history.

In the STD Zone, Jesse debriefs his recent trip to Cuba—tourism, cash chaos, and the everyday realities behind the resorts.

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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 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.

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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” lists.

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