Plugin

Ask Questions If Underspecified

Clarify ambiguous requirements by asking questions before implementing. Only when invoked explicitly.

Type: Plugin
Repository: trailofbits/skills
GitHub stars: 7.3k
License: CC-BY-SA-4.0
Repo last updated: Sep 25, 2026
Source file: README.md

What Ask Questions If Underspecified is

Ask Questions If Underspecified is a plugin published in the trailofbits/skills repository on GitHub, which has about 7.3k stars. The repository describes itself as: “Trail of Bits Claude Code skills for security research, vulnerability detection, and audit workflows”

A plugin is a package that bundles skills, slash commands, subagents, hooks, and MCP connectors so they install together. Plugins are plain files with a manifest at .claude-plugin/plugin.json, and they work in both Claude Code and Claude Cowork.

Installing Ask Questions If Underspecified adds everything it ships in one step. Connectors inside a plugin still need to be connected separately, and hooks and subagents only run in Cowork and Claude Code, not in regular chat.

How to install Ask Questions If Underspecified

Claude Code

Add the repository as a plugin marketplace: claude plugin marketplace add trailofbits/skills
Install the plugin: claude plugin install ask-questions-if-underspecified@<marketplace-name>, using the marketplace name from the repository's .claude-plugin/marketplace.json.
Restart the session if the new skills or commands don't appear straight away.

Claude Cowork

Open Customize → Plugins and choose Add marketplace.
Enter trailofbits/skills (the owner/repo shorthand works for GitHub).
Find Ask Questions If Underspecified in the list, click Install, then connect any connectors it needs from its Connectors tab.

New to extending Cowork? Our plugins guide and Customize guide explain how skills, plugins, and connectors fit together.

Inside the source file

An excerpt from README.md, shared under the repository's CC-BY-SA-4.0 license. Read the full file on GitHub.

A Claude Code plugin marketplace from Trail of Bits providing skills to enhance AI-assisted security analysis, testing, and development workflows. Codex can load this marketplace through its Claude marketplace compatibility.

> Also see: claude-code-config · codex-config · skills-curated · claude-code-devcontainer · dropkit · coop

Installation

Claude Code Marketplace

/plugin marketplace add trailofbits/skills

Browse and Install Plugins

/plugin menu

Codex

Codex supports Claude plugin marketplaces directly, so this repository does not need Codex-specific sidecar metadata.

Install the marketplace with:

codex plugin marketplace add trailofbits/skills
codex plugin list
codex plugin add <plugin-name>@trailofbits

ChatGPT Workspace Marketplace

Use this repository's .claude-plugin/marketplace.json for workspace imports. Skills that include agents/openai.yaml also need interface.display_name and interface.short_description in that YAML file; plugin metadata does not supply them. After a metadata fix is published, sync the repository again in your workspace marketplace to retry failed imports.

Local Development

To add the marketplace locally (e.g., for testing or development), navigate to the parent directory of this repository:

cd /path/to/parent  # e.g., if repo is at ~/projects/skills, be in ~/projects
/plugins marketplace add ./skills

Available Plugins

Smart Contract Security

Code Auditing

Malware Analysis

Verification

Reverse Engineering

Mobile Security

Development

Team Management

Tooling

Trophy Case

Bugs discovered using Trail of Bits Skills. Found something? Let us know!

When reporting bugs you've found, feel free to mention: > Found using Trail of Bits Skills

Contributing

We welcome contributions! See AGENTS.md for skill authoring guidelines, and run make check before you push — it runs most of CI locally (see AGENTS.md for what it does not cover).

License

This work is licensed under a Creative Commons Attribution-ShareAlike 4.0 International License. Made by Trail of Bits.

Before you install

Read the whole file first. Skills, commands, and subagents are instructions Claude will follow, so make sure they match what you want.
Check which tools, scripts, or MCP servers it uses. Local servers and scripts run with your permissions.
Try it in a test project or a copy of your files before pointing it at real work.
Pin the version you tested, and review changes before updating.
Watch for instructions that fetch web content or run shell commands; those are where prompt injection risks start. See our prompt injection guide.

FAQ

What is Ask Questions If Underspecified?

Ask Questions If Underspecified is a plugin for Claude Code and Claude Cowork from the trailofbits/skills repository on GitHub. Clarify ambiguous requirements by asking questions before implementing. Only when invoked explicitly.

How do I install Ask Questions If Underspecified in Claude Code?

Add the repository as a plugin marketplace: claude plugin marketplace add trailofbits/skills Install the plugin: claude plugin install ask-questions-if-underspecified@<marketplace-name>, using the marketplace name from the repository's .claude-plugin/marketplace.json. Restart the session if the new skills or commands don't appear straight away.

Can I use Ask Questions If Underspecified in Claude Cowork?

Open Customize → Plugins and choose Add marketplace. Enter trailofbits/skills (the owner/repo shorthand works for GitHub). Find Ask Questions If Underspecified in the list, click Install, then connect any connectors it needs from its Connectors tab.

Is Ask Questions If Underspecified safe to install?

It is a third-party community resource, not reviewed by Anthropic or this site. Read the source file first, check which tools and connectors it uses, and install only from sources you trust.

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Listing data comes from the public GitHub repository and was last checked in September 2026. Excerpts are © their authors and shared under CC-BY-SA-4.0. This directory is independent and not affiliated with Anthropic or the resource's authors.