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Roughly the time when Guido stopped fighting the hordes. The hordes won, wrested the language away from its creator and now they own the pieces. 2 to 3 was the worst possible way a language has ever been upgraded bar none. Hilariously, even today Python 2 persists in many places because of this.
> 2 to 3 was the worst possible way a language has ever been upgraded bar none

Perl 6?

Which gave up and became its own language, its own level of confusion.
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Guido wrested himself by accepting the stupid := operator against the huge opposition.
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