Grill Me

Research

Interviews you relentlessly about a plan until every branch of the decision tree is resolved.

by Communitylocal skill, no public repo

Install

install

$ Copy SKILL.md into ~/.claude/skills/grill-me/

Update

update

$ Re-copy the latest SKILL.md into ~/.claude/skills/grill-me/

Local skill with no upstream repo; re-copy from the source you installed it from to update.

When to use it

Stress-testing a plan or architecture before committing to it
You suspect your design has holes you cannot see yourself
Requirements feel settled but nobody has pushed back on them

Commands & flags

grill me: Enter interviewer mode and start the grilling session.
Grill me on this migration plan: Attach a plan or design and have it stress-tested.
Grill me on my plan to move billing from Stripe Checkout to Elements: Grill a specific architecture or decision end to end.

How to use it

Say "grill me" with a plan or design attached:

Grill me on this migration plan

Claude switches into interviewer mode: one pointed question at a time, following up on weak answers, branching into edge cases, and not stopping until shared understanding is reached on every open decision.

Why it earns its place

The cheapest time to find a design flaw is before implementation. A relentless interviewer surfaces the assumptions you did not know you were making: failure modes, rollback paths, scale limits, ownership questions. Twenty minutes of grilling routinely saves days of rework.

Try it

claude

> Grill me on my plan to move billing from Stripe Checkout to Elements