The sinking of the White Ship. And @Popehat beat me to this, but for whatever reason it's been randomly on my mind for months.https://twitter.com/jeffguhin/status/1389957069990612992 …
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Seriously, without the White Ship going down due to drunken boating, you don't get Anarchy, Henry II, King John, and hence the Magna Carta and the foundations of both English and American political liberties. Or Henry III and Simon de Monfort and the establishment of Parliament.
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By comparison the Wars of the Roses, while a fascinating period of English history, were comparatively unimportant. York or Lancaster, it wouldn't have really changed the ultimate direction of England. But Normans to Angevins...that changed the planet in the long run.
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From a completely different direction and part of the world, this an acceptable alternate answer:https://twitter.com/petty_takes/status/1390002417106837505 …
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Also, and I accept that many of my followers are not Christians like me, but you could argue with a lot of merit that the single most important historical action in the past 2,000 years of human civilization was Jesus entering Jerusalem on a donkey right before Passover.
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Not to mention an entrenched English cultural paranoia over a male heir, which had effects right down to the Reformation.
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I had a fantastic prof in law school who taught history of English law who put it "history upended because some kids got drunk and messed around with a boat" See also: "an empire crumbles because the king got the shits"
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My counter would be that Louis XIV’s expansionist actions did more to set back Anglo-French relations than the 100 Years War.
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