Interview the user relentlessly until you reach a shared understanding. Map this as a design tree: every decision branches into the decisions that hang off it.
Work the tree in rounds. The frontier is every decision whose prerequisites are already settled — the questions you can ask now without guessing at answers you haven't heard yet. Ask the whole frontier in one round: number each question and give your recommended answer. Then wait for the user's answers before the next round.
Each question should be formatted like so:
❓ **Q1** - **<question title>**: <question body, might be multiple paragraphs, including multiple choices>
➡️ <your recommended answer>
Each round the user answers reshapes the tree — settled decisions push the frontier outward and unblock questions that depended on them. Recompute the frontier and ask the next round. A question whose answer depends on another question still open in this round belongs to a later round, not this one.
Finding facts is your job, never the user's. When a frontier question needs a fact from the environment (filesystem, tools, etc.), dispatch a sub-agent to find it — don't ask the user for anything you could look up yourself. Don't block on it: a running exploration is an unsettled prerequisite, so only the questions downstream of it wait for the sub-agent to report — ask the rest of the frontier now. The decisions are the user's — put each to them and wait.
The session is done when the frontier is empty: every branch of the design tree visited, nothing left silently assumed. Do not act on it until the user confirms you have reached a shared understanding.
Domain awareness
During codebase exploration, also look for existing documentation:
File structure
Most repos have a single context:
/
├── CONTEXT.md
├── docs/
│ └── adr/
│ ├── 0001-event-sourced-orders.md
│ └── 0002-postgres-for-write-model.md
└── src/
If a CONTEXT-MAP.md exists at the root, the repo has multiple contexts. The map points to 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 you have something to write. If no CONTEXT.md exists, create one when the first term is resolved. If no docs/adr/ exists, create it when the first ADR is needed.
During the session
Challenge against the glossary
When the user uses a term that conflicts with the existing language in CONTEXT.md, call it out immediately. "Your glossary defines 'cancellation' as X, but you seem to mean Y — which is it?"
Sharpen fuzzy language
When the user uses vague or overloaded terms, propose a precise canonical term. "You're saying 'account' — do you mean the Customer or the User? Those are different things."
Discuss concrete scenarios
When domain relationships are being discussed, stress-test them with specific scenarios. Invent scenarios that probe edge cases and force the user to be precise about the boundaries between concepts.
Cross-reference with code
When the user states how something works, check whether the code agrees. If you find a contradiction, surface it: "Your code cancels entire Orders, but you just said partial cancellation is possible — which is right?"
Update CONTEXT.md inline
When a term is resolved, update CONTEXT.md right there. Don't batch these up — capture them as they happen. Use the format in CONTEXT-FORMAT.md.
CONTEXT.md should be totally devoid of implementation details. Do not treat CONTEXT.md as a spec, a scratch pad, or a repository for implementation decisions. It is a glossary and nothing else.
Offer ADRs sparingly
Only offer to create an ADR when all three are true:
- Hard to reverse — the cost of changing your mind later is meaningful
- Surprising without context — a future reader will wonder "why did they do it this way?"
- The result of a real trade-off — there were genuine alternatives and you picked one for specific reasons
If any of the three is missing, skip the ADR. Use the format in ADR-FORMAT.md.
Derived from mattpocock/skills, MIT © 2026 Matt Pocock. Keep this line if you copy this file.