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I just asked the academy awards question.

I guess next might be to go by (broad swaths of) genre. Actor seems too specific.

I think figuring out how many words and then what letter it starts with are going to be the next best options.

"Does the title of your movie contain 3 or more words?" If yes, then it's a longer title. If no, then it's 1 or 2 words.

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This is what the AI focused a lot of questions on

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That's good.

Another approach would be to lock in the release date. A binary search will get there with a few more questions.

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Even and odd numbers?

High/low: 2007-2012 or 2000-2006?

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I'll take high.

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Actor might work if it's framed the right way: i.e. "Has the lead actor/actress ever won an Academy Award?"

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