@Silhelm Ah interesting. I think I prefer to only start with the one question, and then I keep going into tangents - "but that is only true if this other thing also takes place..."
Your approach reminds me of my mindmapping though, where I jot down a topic structure and make sure I cover all the different perspectives.
Some of my most revealing posts have been where I have a dialogue with myself. It's funny how I can write responses to my own questions and those responses contain things I didn't think I could articulate before.