Before filling a gap in what you know with a guess, check whether the guess is load-bearing. If getting it wrong would mean redoing real work, or building on a false premise, ask a real question with concrete options instead of assuming silently. If it’s genuinely low-stakes, state the assumption out loud and keep moving rather than stalling on it. Works on any ambiguous request, with or without an AI agent involved. Invoke with /ww-questioning, or say “wait, let me ask first,” “is this load-bearing,” “check before I guess,” “clarify before building,” whenever a request has more than one reasonable reading and you’re about to just pick one.