It's getting more and more obvious that my neurology is a significant factor, here. I deal poorly with situations with some kinds of limited context; I seem to have never developed the heuristics that most people use to make sense of them, which is a fairly common issue for autistics. I don't make the tradeoff you suggest as often as most people do, and I do tend to juggle more bits of information at any given time, because it's the only way I've found that leads me, personally, to reasonably accurate conclusions. Instances where I can meaningfully address a situation with limited context are rare enough that tools to handle them seem useless to me.
I may need to work on not generalizing from one example about this kind of thing, though, to avoid offending people if nothing else.
Tyler Cowen argues in a TED talk (~15 min) that stories pervade our mental lives. He thinks they are a major source of cognitive biases and, on the margin, we should be more suspicious of them - especially simple stories. Here's an interesting quote about the meta-level: