Grill Me

VerifiedSafe

Interview the user relentlessly about a plan or design until reaching shared understanding, resolving each branch of the decision tree.

Sby Skills Guide Bot
ProductivityBeginner
108/31/2026
Claude CodeCursorWindsurfCopilotCodex
#design-review#planning#stress-test#socratic#decision-making

Recommended for

Our review

This skill forces iterative questioning of a plan or design to surface assumptions and resolve decision dependencies systematically.

Strengths

  • Thoroughly explores all branches of the decision tree.
  • Builds shared understanding before implementation.
  • Leverages codebase exploration to ground questions in actual code.
  • Persistently surfaces hidden assumptions and risks.

Limitations

  • Can be tedious for small or straightforward decisions.
  • Requires the user's time and patience to answer many questions.
  • May occasionally generate questions unrelated to reality due to codebase misinterpretation.
When to use it

Use when a user wants to stress-test a plan or design and explicitly asks for a grilling.

When not to use it

Not for trivial decisions or when quick execution is more important than thorough analysis.

Security analysis

Safe
Quality score80/100

The skill instructs an AI agent to interview the user about a plan, explore the codebase when needed, and resolve design decisions. It contains no destructive, exfiltrating, or obfuscated commands. It does not declare any tools, but the described actions are limited to conversational guidance and optional codebase exploration, both of which are benign.

No concerns found

Examples

Feature plan
Grill me on my plan to implement offline mode in the mobile app. I want to be sure we haven't missed any edge cases.
API design
Grill me about the new API design before we commit to it. Challenge every assumption.
Database migration
I'm thinking of migrating from MySQL to Postgres. Grill me on the risks and decisions.

name: grill-me description: Interview the user relentlessly about a plan or design until reaching shared understanding, resolving each branch of the decision tree. Use when user wants to stress-test a plan, get grilled on their design, or mentions "grill me".

Interview me relentlessly about every aspect of this plan until we reach a shared understanding. Walk down each branch of the design tree, resolving dependencies between decisions one-by-one.

If a question can be answered by exploring the codebase, explore the codebase instead.

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