grill-me

Interviews the user with sequential questions to stress-test and refine a plan or design.

6|6|Updated Aug 7, 2026
One-click install
npx skills add https://github.com/NateBJones-Projects/unlock-ai-workbench --skill grill-me-natebjones-projects
Or copy as Structured Prompt for Agent
Please help me install this Agent Skill.
Skill: grill-me
Source: https://github.com/NateBJones-Projects/unlock-ai-workbench/tree/main/.repos/effect-smol/.agents/skills/grill-me
Command: npx skills add https://github.com/NateBJones-Projects/unlock-ai-workbench --skill grill-me-natebjones-projects

SYSTEM DOCUMENTATION & REQUIREMENTS

What problem does it solve? Plans and designs often contain hidden assumptions, unresolved dependencies, and unexamined risks that only surface during implementation. This Skill systematically interrogates a plan through structured one-at-a-time questioning until every major decision branch is resolved and the design is defensible. ## Core Features & Use Cases - Sequential Interrogation: Asks exactly one question at a time, using each answer to select the next highest-leverage unresolved question across an implicit decision tree. - Recommended Options: Presents clear answer options with a marked recommendation and reasoning, while using open-ended questions when fixed options would constrain the design space. - Comprehensive Coverage: Probes goals, users, constraints, APIs, data models, error handling, security, observability, testing, rollout, failure modes, and success criteria. - Use Case: Before writing code for a new service, ask the Skill to grill you on the architecture. It challenges vague assumptions, surfaces contradictions, and ends with a summary of the agreed design, remaining risks, and next steps. ## Quick Start Ask the assistant to grill you on your plan or design document and answer each question as it comes until the design is fully resolved.

Frequently Asked Questions about grill-me

High-intent search queries and answers about installing and using this skill.

FAQPage Schema
How do I stress-test a design or plan with an AI assistant?

Invoke the grill-me skill and present your plan. The assistant asks one question at a time, choosing each follow-up based on your answers, and continues until all major decision branches are resolved and the design is defensible.

What topics does a design interrogation cover?

The questioning covers goals and non-goals, users, constraints, alternatives, APIs, data models, error handling, security, observability, testing, migration, failure modes, operational ownership, and success criteria, as relevant to your plan.

Can the assistant look up codebase facts instead of asking me?

Yes. When repository facts are needed, the skill instructs the assistant to inspect the codebase directly rather than asking you for information that can be determined locally.

When does the grilling session end?

The session stops when the major branches of the design tree are resolved. The assistant then summarizes the agreed design, remaining risks, assumptions, rejected alternatives, and concrete next steps.

When should I not use one-question-at-a-time design interviews?

Avoid this approach for trivial decisions or time-critical fixes where a full design review adds no value. It is best suited to plans with meaningful ambiguity, trade-offs, or cross-cutting dependencies.