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The chance that he will "win" in one guess in the future is 100%. Not so when you choose random words.

I mean, the difference between these two is a mathematical technicality. For all practical purposes it’s the same thing.

The chances that he wins on any given day are the same, but not that he will win within x days. Right?

Not really.

There are legal (good) unusual starting words that it’s a good bet are not in the set of Wordle answers.