Back to Skills

ask-questions-if-underspecified

verified

Clarify requirements before implementing. Use when serious doubts araise.

View on GitHub

Marketplace

trailofbits

trailofbits/skills

Plugin

ask-questions-if-underspecified

Repository
Verified Org

trailofbits/skills
1.9kstars

plugins/ask-questions-if-underspecified/skills/ask-questions-if-underspecified/SKILL.md

Last Verified

January 24, 2026

Install Skill

Select agents to install to:

Scope:
npx add-skill https://github.com/trailofbits/skills/blob/main/plugins/ask-questions-if-underspecified/skills/ask-questions-if-underspecified/SKILL.md -a claude-code --skill ask-questions-if-underspecified

Installation paths:

Claude
.claude/skills/ask-questions-if-underspecified/
Powered by add-skill CLI

Instructions

# Ask Questions If Underspecified

## When to Use

Use this skill when a request has multiple plausible interpretations or key details (objective, scope, constraints, environment, or safety) are unclear.

## When NOT to Use

Do not use this skill when the request is already clear, or when a quick, low-risk discovery read can answer the missing details.

## Goal

Ask the minimum set of clarifying questions needed to avoid wrong work; do not start implementing until the must-have questions are answered (or the user explicitly approves proceeding with stated assumptions).

## Workflow

### 1) Decide whether the request is underspecified

Treat a request as underspecified if after exploring how to perform the work, some or all of the following are not clear:
- Define the objective (what should change vs stay the same)
- Define "done" (acceptance criteria, examples, edge cases)
- Define scope (which files/components/users are in/out)
- Define constraints (compatibility, performance, style, deps, time)
- Identify environment (language/runtime versions, OS, build/test runner)
- Clarify safety/reversibility (data migration, rollout/rollback, risk)

If multiple plausible interpretations exist, assume it is underspecified.

### 2) Ask must-have questions first (keep it small)

Ask 1-5 questions in the first pass. Prefer questions that eliminate whole branches of work.

Make questions easy to answer:
- Optimize for scannability (short, numbered questions; avoid paragraphs)
- Offer multiple-choice options when possible
- Suggest reasonable defaults when appropriate (mark them clearly as the default/recommended choice; bold the recommended choice in the list, or if you present options in a code block, put a bold "Recommended" line immediately above the block and also tag defaults inside the block)
- Include a fast-path response (e.g., reply `defaults` to accept all recommended/default choices)
- Include a low-friction "not sure" option when helpful (e.g., "Not sure - use default

Validation Details

Front Matter
Required Fields
Valid Name Format
Valid Description
Has Sections
Allowed Tools
Instruction Length:
3829 chars