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I also just tried this on ChatGPT o1. It got the right answer, recognizing it as a degenerate triangle and getting . All I did is upload the image and tell it to give me the length of AD.

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kek, first one almost got me. because triangle inequality. I'll just leave it at that.

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Close, but not quite ;)

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. slaps forehead

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What is "triangle inequality"? That triangle exists...

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Triangle inequality says that if , , are the lengths of a triangle, then

.

In other words, the length of any one side can't be greater than the combined length of the other two sides. And they're only equal when the triangle collapses to a straight line.

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