grill-docs

Relentlessly interrogate me on every aspect of the plan until we reach a shared understanding. Walk every branch of the design tree, resolving dependencies between decisions one by one. For each question, offer your recommended answer.

Ask one question at a time, waiting for feedback on each before moving on.

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

Domain knowledge

While exploring the codebase, also look for existing documentation:

File structure

In most repositories there is a single context:

/
├── CONTEXT.md
├── docs/
│   └── adr/
│       ├── 0001-event-sourced-orders.md
│       └── 0002-postgres-for-write-model.md
└── src/

If the root contains CONTEXT-MAP.md, the repository has multiple contexts. The map indicates where each one lives:

/
├── CONTEXT-MAP.md
├── docs/
│   └── adr/                          ← system-wide decisions
├── src/
│   ├── ordering/
│   │   ├── CONTEXT.md
│   │   └── docs/adr/                 ← context-specific decisions
│   └── billing/
│       ├── CONTEXT.md
│       └── docs/adr/

Create files lazily — only when there is something to record. If there is no CONTEXT.md, create it when the first term is resolved. If there is no docs/adr/, create the directory when the first ADR is needed.

During the session

Cross-check with the glossary

When the user uses a term that contradicts the language already captured in CONTEXT.md, flag it immediately. "Your glossary defines 'cancellation' as X, but you seem to mean Y — which is correct?"

Sharpen vague language

When the user uses fuzzy or overloaded terms, propose a precise canonical term. "You said 'account' — do you mean Customer or User? They are different entities."

Walk through concrete scenarios

When domain relationships are being discussed, stress-test them with concrete scenarios. Invent scenarios that probe edge cases and force the user to pin down the boundaries between concepts.

Cross-check against the code

When the user asserts how something works, check whether the code agrees. If you find a contradiction, point it out: "Your code cancels the entire Order, but you just said partial cancellation is possible — which is correct?"

Update CONTEXT.md as you go

When a term is resolved, update CONTEXT.md immediately. Do not batch — record as you go. Use the format from CONTEXT-FORMAT.md.

Do not tie CONTEXT.md to implementation details. Include only terms meaningful to domain experts.

Propose ADRs sparingly

Only propose creating an ADR when all three of the following hold:

1. Hard to reverse — the cost of changing your mind later is significant
2. Surprising without context — a future reader will wonder "why did they do it that way?"
3. Outcome of a real trade-off — there were genuine alternatives, and you chose one for specific reasons

If any of the three is missing, skip the ADR. Use the format from ADR-FORMAT.md.