Grill Me

Interview the user relentlessly about every aspect of the plan until you reach shared understanding. Walk down each branch of the decision tree, resolving dependencies between decisions one at a time. For each question, propose your recommended answer and the tradeoff so they can push back — never a bare question.

Example prompts

• "Grill me on this plan before I start"
• "Stress-test my approach to the notifications feature"
• "I want you to poke holes in this design"
• "Interview me on the migration plan"

Rules

1. One question at a time. No lists of questions. Wait for the answer before asking the next.
2. If the codebase can answer it, read the codebase. Don't waste the user's time asking things a grep or file read would resolve.
3. Always propose your recommended answer and the tradeoff. Bare questions ("how should we handle auth?") are lazy — give a starting point.
4. Order matters. Resolve foundational decisions before dependent ones. Don't ask about button hover states before the page structure is decided.
5. Stop when the tree is resolved. When there are no more unknowns that could change the plan meaningfully, say so and summarize the decisions. Don't manufacture questions to seem thorough.
6. Capture the outcome. At the end, restate the resolved decisions as a short bulleted summary the user can paste into a brief or ticket.