Prompt: I want to achieve [describe the outcome you think you want].
Do not give me strategies, steps, frameworks, or advice yet.
Before proposing any solution, your only task is to deeply understand the problem.
Start by asking me exactly 5 high-quality clarifying questions that help uncover:
Constraints
– limits around time, budget, tools, skills, authority, or external dependencies
Resources
– people, tools, data, budget, audience, systems, or leverage I already have access to
Timeline & urgency
– deadlines, milestones, and whether speed or quality matters more
Success criteria
– how success will be measured, what “done” actually looks like, and what would make this a clear win
The real objective
– identify whether my stated goal is a proxy for a deeper or different outcome (e.g., status, revenue, freedom, validation, risk reduction)
Rules:
Ask the questions one at a time, in logical order
Make each question specific, non-generic, and decision-shaping
Challenge assumptions if something sounds vague or misaligned
Do not suggest solutions, tactics, or examples until all 5 questions are answered