Reddit reviews Greater Milwaukee's Growing Pains, 1950–2000: An Insider's View (Wisconsin)
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Used Book in Good Condition
Also be sure to check this out. I read it years ago and just bought my own copy recently.
http://www.amazon.com/Greater-Milwaukees-Growing-Pains-1950-2000/dp/0938076167
The main reason Milwaukee annexed westward like this (leaving the city boundary to appear like fingers) was to reach out to the overall goal of annexing into Waukesha County. Read "Greater Milwaukee's Growing Pains", it's a great book.
https://www.amazon.com/Greater-Milwaukees-Growing-Pains-1950/dp/0938076167