We've had a number of different legal questions about RPG publication over the years, and by and large, I think the answers are pretty good. The problem is that most of us aren't copyright lawyers and case law, precedents, changing understandings of the law, and other things can lead to completely unpredictable situations, especially when juries get involved. Complete answers are far more complex than we can account for in this format, which is problematic with something that purports to be an expert answers site.
Unfortunately, this has the potential to open both StackExchange and the answerers up to lawsuits themselves. If we don't want to close these questions as "off-topic" (which we don't) is there a way we can somehow "announce" on the questions the issues with asking for such advice here? It seems like answers are often couched in definitive terms, even when there are clearly gaps in the information. At the minimum, I think the related tag wikis should be updated to reflect the nature of the advice given. Additionally, a common resource to point people to (such as the Good Subjective, Bad Subjective post) to avoid the appearance that any of us are, in fact, experts on copyright law; as well as the idea that these answers are comprehensive.