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Could you point me to some decent reading on the subject? I've asked around a bit but it's not really something that people like to talk about.

Perhaps not exactly what you are looking for, but a very good read on the subject is "Venture Deals" (http://www.amazon.com/Venture-Deals-Smarter-Lawyer-Capitalis...).

If you want to know exactly what rights your shares have (and don't have), this is the book.