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Re:Machine Learning 101: An Intro to Utilizing Decision Trees by nl on Friday September 30, 2016 @07:42AM (#12611865)
I gave another answer further down, but specifically:

First, learn and understand the central limit theorem. That will force you to understand enough statistics to not be dangerous.

Then I'd work through https://www.kaggle.com/omarelgabry/titanic/a-journey-through... until I can do the whole thing myself.

Then I'd do a Kaggle. I like Kaggle because the datasets are well prepared, and the problems are well stated. There are plenty of other similar datasets etc if you don't want to do that.

I don't know any specific Python books though.

[1] https://www.khanacademy.org/math/statistics-probability/samp... maybe? I haven't watched these, but generally the Khan Academy stuff is a good place to start.

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