The world's first online crossword puzzle tournament
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You should probably leave the difficulty level to the machine... that the less often the word is solved, the harder it is. The category (if it's a topic or something) is such an arbitrary and playful thing that... And hardly anyone would be in the bridge if 80% of the questions were man/woman/cat's name. For now, you might as well avoid it.
It is difficult to determine whether the person knew the answer immediately or thanks to the letters that came out the other way. Let's try with indicative difficulty levels at first. The idea of how the generator should use them already exists. In any case - I have already updated the question entry form.
Damn, this automatic display of existing answers is a good tool to use during the solution process. I've taken it down for now.