American Popular Music: From Minstrelsy to MP3 - by Starr/Waterman

Yes, it's a freaking textbook. But if you're looking to really delve into the history of pop music, the this scholarly tome is the one to get. It's in the Oxford University Press book format, so it's 600+ pages will be divided into essays contributed by historians and musicologists who are at the top of their field. It's way expensive, so look for it used.

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https://www.amazon.com/dp/0190632992