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[Project] Looking for an advanced-beginner/intermediate NLP challenge?

I’m trying to learn NLP. Most of the available material is “spoon fed” tutorials where you don’t really learn anything, cause you are just doing a by the numbers rehashing of the code. Is there any NLP challenge or data set which is challenging enough that one can actually learn from it, but still suitable to a beginner in the topic (I know other ML methods, especially times series, it’s just NLP that I don’t have any experience in)?

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Toronto AI is a social and collaborative hub to unite AI innovators of Toronto and surrounding areas. We explore AI technologies in digital art and music, healthcare, marketing, fintech, vr, robotics and more. Toronto AI was founded by Dave MacDonald and Patrick O'Mara.