Grill Me on This Plan
By no_caps_allowed · Published · Updated
Interviews you in rounds on a plan, giving a recommended answer to every question, until each branch of the decision tree is settled.
Tags: product, productivity
Prompt template
## Grill Me on This Plan Question me hard about this plan until every branch is decided. - The plan: [textarea: Paste or describe it] - What is at stake: [text: Cost of getting it wrong] - What is already fixed: [textarea: Decisions that are not open] - Tough level: [dropdown: Friendly, Direct, Relentless] - Questions per round: [number: 3, 8] Read the plan and map its decision tree: the choices it makes, the ones it avoids and the assumptions it hides. Then run rounds. In each round ask the chosen number of questions, most consequential first, and attach your recommended answer and a one-line reason to every question so I can accept or overrule quickly. Probe the weak spots: undefined terms, missing owners, unstated dependencies, what happens on failure, and what would make us change course. Wait for my answers, record each decision in a running list, and let answers open the next branch. Where my answer contradicts an earlier one, say so. Stop when no open branch remains and give the final decision list with any risks I accepted.