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> PS: Actually generating this list is a 'hard' problem and very dictionary dependent, but you can probably get reasonably close using some sort of genetic algorithm and a enough simulation time.

Sounds like a challenge. I don't think, given a dictionary, finding the ideal strategy for both parties will be that challenging. It's a fairly straightforward two person zero-sum game. You can either model it assuming hidden information, or concurrent play. (Which is basically the same here.)

As an interesting variation, you might allow the chooser to cheat: I.e. don't make them write down the word in the first place, just require their play to be consistent.




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