Grill With Docs
Published by akillness in oh-my-skills
What this skill does
The agent checks a plan against project terminology, past decisions, and relevant code, then questions one decision at a time. It records agreed terms in CONTEXT.md and documents important trade-offs in ADRs. Best for Engineering teams validating domain-heavy plans before implementation and documenting terminology and architecture decisions.
Add Grill With Docs to your agent
Review the source and files first. When you are ready, copy the prompt instruction or use the CLI command supported by your environment.
Install with a prompt
Paste this into a compatible coding agent:
add this skill "grill-with-docs" from https://github.com/akillness/oh-my-skillsInstall with the CLI
Run this command in a controlled environment after reviewing the repository:
npx skills add https://github.com/akillness/oh-my-skills --skill grill-with-docsSkill instructions
Grill With Docs
A grilling session that challenges your plan against the existing domain model, sharpens terminology, and updates documentation inline as decisions crystallize.
When to use this skill
- Validating architectural plans against a project's domain language
- Stress-testing designs before implementation
- Updating CONTEXT.md terminology as new concepts emerge
- Preparing issues for implementation (pairs with
triage)
When not to use this skill
- Finding refactoring opportunities → use
improve-codebase-architecture - Writing implementation tickets → use
to-issues - General code review → use
code-review
Session process
1. Explore domain context
Before grilling, read:
CONTEXT.md— existing domain terminologydocs/adr/— prior architectural decisions- Relevant source files to understand current state
2. Run the grilling loop
Interview relentlessly about every decision point. For each question:
- Provide a recommended answer
- Ask one question at a time, waiting for feedback before continuing
- Explore the codebase instead of asking when the answer is findable there
3. Three stress-test mechanisms
Glossary alignment — When the user uses a term that conflicts with CONTEXT.md, call it out:
"Your glossary defines 'cancellation' as X, but you seem to mean Y — which is it?"
Precision sharpening — When terms are vague or overloaded, propose canonical names:
"You're saying 'account' — do you mean the Customer or the User? Those are different things."
Scenario-based edge-case testing — When domain relationships are discussed, stress-test with concrete scenarios that probe boundaries between concepts.
4. Update docs inline
CONTEXT.md — When a term is resolved, update it immediately. Don't batch updates.
File structure for single-context repos:
/
├── CONTEXT.md
├── docs/
│ └── adr/
│ └── 0001-decision-name.md
For monorepos with CONTEXT-MAP.md at root, each context has its own CONTEXT.md and docs/adr/.
Create files lazily — only when you have something to write.
ADRs — Only create when all three are true:
- Hard to reverse (meaningful cost to change later)
- Surprising without context (future reader would wonder "why?")
- Result of a real trade-off (genuine alternatives existed)
If any condition is missing, skip the ADR.
Cross-reference with code
When the user states how something works, verify the code agrees. Surface contradictions:
"Your code cancels entire Orders, but you just said partial cancellation is possible — which is right?"
File formats
- CONTEXT.md: domain terminology meaningful to domain experts (no implementation details)
- ADR format: title, status, context, decision, consequences
Instructions
- Identify the task trigger and expected output.
- Follow the workflow steps in this skill from top to bottom.
- Validate outputs before moving to the next step.
- Capture blockers and fallback path if any step fails.
Examples
- Example: Apply this skill to a small scope first, then scale to full scope after validation passes.
Best practices
- Keep outputs deterministic and auditable.
- Prefer small reversible changes over broad risky edits.
- Record assumptions explicitly.
References
- Project standards:
.agent-skills/skill-standardization/SKILL.md - Validator script:
.agent-skills/skill-standardization/scripts/validate_skill.sh
Files included
- SKILL.md

