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SimpleStacker is an economist, so I'm pretty sure he can dive right into the deep end.
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OK, I wasn’t exactly sure. This is what I recommend to people that ask me in general. I am never sure how much economics they understand when they start out.
BTW, thanks for the heads up on his status as an economist.
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I generally recommend starting by reading these book (they run from easy to more difficult:
Hazlitt's Economics in One Lesson (1946)
Gene Callahan’s Economics for Real People: An Introduction to the Austrian School
Mises’ Human Action
Rothbard’s Man, Economy State with Power and Market