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grilling

Interviews the user relentlessly about a plan, decision, or idea until every branch of the decision tree is resolved. Use when the user wants to stress-test their thinking, sharpen a plan or design before acting, or uses any 'grill' trigger phrase (e.g. "grill me on this").

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trailofbits/skills-curated521 stars(GitHub 521 + cccskills 0)

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SKILL.md (original)

Review the instructions the agent will receive before you install.

Grilling

Interview the user relentlessly about every aspect of the plan, decision, or idea until you reach a shared understanding. Walk down each branch of the decision tree, resolving dependencies between decisions one-by-one. For each question, provide your recommended answer.

Ask the questions one at a time, waiting for feedback on each question before continuing. Asking multiple questions at once is bewildering.

If a fact can be found by exploring the environment (filesystem, tools, etc.), look it up rather than asking. The decisions, though, are the user's — put each one to them and wait for their answer.

Do not act on the plan until the user confirms a shared understanding has been reached.

When to Use

  • The user wants to stress-test a plan, design, or decision before committing to it
  • A feature request or design has unresolved ambiguities that should be surfaced and decided before implementation
  • The user explicitly asks to be grilled, interviewed, or challenged on their thinking

When NOT to Use

  • The user has already made their decisions and wants execution — grilling after the fact is friction, not rigor
  • The user is brainstorming and needs divergent options generated; grilling converges on decisions rather than generating alternatives
  • The question is a simple factual one that exploration or a direct answer resolves

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