Biggest "You Blew it!" moments in History (Pre-1900)

Back to historical moments (Literature moments go in a different place than here.)

The Persian handling of the Greco-Persian War?
French handling of the Battle of Agincourt?
 
The failure of later Siberian migrations to penetrate to the rest of Americas.

And also: The failure of both Yeniseians and Chukotko-Kamchatkans to "level up" their societies and spread further across Siberia (and even beyond, particularly at the doorsteps of Eastern Europe).
 
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The Pompeians throughout the entire of Caesars Civil War.
Looking how the situation was before the crossing of the Rubicon, it's a great upset that Caesar won that war. The disparity of resources, the quality of senior subordinates is massive.
The only thing Caesar had going for him was his own genius and the great skill of his veterans.
 
The Pompeians throughout the entire of Caesars Civil War.
Looking how the situation was before the crossing of the Rubicon, it's a great upset that Caesar won that war. The disparity of resources, the quality of senior subordinates is massive.
The only thing Caesar had going for him was his own genius and the great skill of his veterans.

Pompey giving in to senatorial pressure and attacking Caesar at Pharsalus instead of just starving him out would definitely be up there.
 
Well, Charles Albert governement decision to not include volunteers (thus Garibaldi) in his army nor to conscript reservist officers because they were too much liberal-minded;
Also I'd say the expulsion of the Jews from Spain and the Fountainbleau edict.
 
During Nepal's attempted conquest of Tibet, Britain offered help but the government was so suspicious after centuries of distrust against Europeans in general they said no. Long sorry short Wing China came down and swatted Nepal away.

Come on. Nepalese Tibet would have been so cool.....
 
The Peasants revolt. Just when they were poised for victory they folded.

In a similar vein, the Pilgrimage of Grace trusting that Henry VIII would actually consider their complaints like he said and disbanding. Since they outnumbered the royal army by almost four-to-one, it's difficult to see how Henry could have beaten them had they stayed in the field, but alas, they had too high an opinion of their king.
 
That sort of thing is pretty common. The belief that kings were chosen by G-d and could do no wrong, so it was always evil advisors that were the problem was very widespread.
 
Roger HistoryMaster on the Edict of Fontainebleau. My ancestors were Huguenots who fled France after the revocation of Nantes. Denied France the fruits of a spectacularly productive portion of the population and accentuated the power of Louis's enemies with their productivity, and cemented in the English mind the evilness of the Bourbon monarchy and the Catholic Church. Certainly not good for James II. I would also add to this list James' marriage of Mary of Modena and his pro-Catholic actions upon accession. He threw away what should have been a secure throne. And yes, I am a historical Jacobite. To the King across the waters!
 
This one is debatable on whether it would've changed matters in the long run, but William Walker turning on Cornelius Vanderbilt and seizing the property of Vanderbilt's Accessory Transit Company.
 
Eve agreeing to eat the fruit of the forbidden tree? ;)
Better blame Pandora for opening that box then. :p

I'm not sure if Caesar giving Brutus and Cassius clemency and continuing to keep them around was a screw-up on his part, or he's justified in thinking they wouldn't kill him. But them announcing they had killed Caesar and thinking people would agree that sic semper tyrannis was an undeniable screw-up

I'd say that keeping Brutus was because of his entire belief that he would never somehow be bitter against him and that his mother could somehow control him - maybe..

If he had already thought of attacking Parthia at this time Cassius is a good person to keep around given that he did survive Carrhae and solidified Syria. SO he does know the terrain.

But that still means he needed serious forethought.
 
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"You Blew It" Ancient China version

....Qing not thinking the Europeans were a threat until it was too late/Refusing foreign trade?

I feel like, if this one counts then almost everything does. Economically they were in fundamentally the same bind as virtually the whole world; very few places managed the arrival of European modernity successfully. Militarily they were managing the Europeans fine for their goals for two centuries, then a steam warship turned up.

Extraordinary foresight would have made a great difference, but it's hardly like they were on the cusp of triumph and everything being fine.
 
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