I think SE prefers a single question that can be answered to a long discussion, or a stream of multiple related questions in a single post. Questions are rated on whether they are "clear". But questions are also rated on whether they show research effort. These two requirements are often at loggerheads, especially if the reseach has been inconclusive or confusing.
Which is more important, a simple, clear question, or showing research effort, even if the research results are inconclusive?