A guide for planning authorized penetration tests, which are controlled attempts to find security weaknesses. It requires a signed rules-of-engagement document defining approved targets, dates, contacts, and prohibited actions.

Use it to prepare scope-checked penetration-test plans, phase checklists, and structured reports of suspected security issues.

It prevents offensive-security work from starting without confirmed permission and a defined scope. It also organizes testing phases and findings for later review.

pentest — Skill for Claude Code by wyattowalsh/agents

Install

Getting it into your agent

One page per mod, every tool's command on it. A separate URL per tool would split the same page into five that compete with each other.

Any agent

npx skills add wyattowalsh/agents --skill pentest

Clone the repo

git clone --depth 1 https://github.com/wyattowalsh/agents

Made for: Claude Code.

Or install agents, the plugin that ships this one along with the rest of its 71 skills, 20 agents, 5 hooks.

Wrote this? Show the measurements

A badge with what this costs and how it scanned, read live from this page, so it follows the numbers instead of freezing them. Markdown for a README, HTML for a documentation site or a project page.

README.md

[![agentmods](https://agentmods.dev/badge/skills/wyattowalsh/agents/pentest/github.svg)](https://agentmods.dev/skills/wyattowalsh/agents/pentest)

Your own site

<a href="https://agentmods.dev/skills/wyattowalsh/agents/pentest"><img src="https://agentmods.dev/badge/skills/wyattowalsh/agents/pentest/github.svg" alt="Measured on agentmods" height="20"></a>

Or the 80×15 button, for a site that already has a row of RSS and ATOM ones. Only the verdict fits; the numbers stay here.

Your own site · 80×15

<a href="https://agentmods.dev/skills/wyattowalsh/agents/pentest"><img src="https://agentmods.dev/badge/skills/wyattowalsh/agents/pentest.svg" alt="Reviewed on agentmods" width="80" height="20"></a>

Per session 47 Skills are progressive disclosure: only the name and description are preloaded; the body loads when the skill is used.

When invoked 3,436 The whole file, excluding the scripts and references it only reads on demand.

Security scan A 0 findings. A grade says what 26 rules found in the file — not that it is safe.

Origin original No closer match found in the catalogue.

Token cost

What it costs to keep this loaded

Counted locally with the o200k_base tokenizer, which is exact for GPT models; Claude uses its own tokenizer and its counts differ. Treat this as one consistent yardstick across the catalogue rather than a bill. Prices are per million input tokens.

Model	Per session	Once invoked
Fable 5.1	$0.00047	$0.03436
Opus 5.5	$0.00019	$0.01374
Sonnet 5.5	$0.00009	$0.00687
Haiku 4.5	$0.00005	$0.00344

Measured 1mo ago against content hash 48bd790af056, method: parsed. Prices are Anthropic first-party input rates as of 2026-10-07, from the pricing page.

Security

Grade A, and why

pentest scanned grade A with 0 findings against 26 rules in 11 categories — prompt injection, anti-refusal, data exfiltration, privilege escalation, supply chain, agent snooping, system-prompt leakage, SSRF and excessive agency — measured 1mo ago.

The scan reads SKILL.md. This mod also ships 13 executable files (scripts/asset_toolkit/validate_hooks.py, scripts/build_external_index.py, scripts/build_methodology_router.py, …), listed below but not scanned — reading those needs a real analyzer, not pattern matching.

A static scan of the body, not an audit. Every finding is printed with the line that produced it so you can judge whether it matters here. A mod is markdown that instructs an agent; that is exactly why what it instructs is worth reading.

Nothing flagged

None of the 26 patterns this scan looks for appear in this file: no shell pipes, no recursive deletes, no credential paths, no hidden text, no instruction-override or anti-refusal phrasing, no agent-config snooping. That is not a guarantee, it is the absence of the things that are checkable.

skills/pentest/SKILL.md · 275 lines

How it starts

The opening of the file, as written. The whole thing — 275 lines — stays where its author put it; the contents beside it link to each section on GitHub.

Pentest

Synthesis skill for authorized offensive-security engagements. Produces scope-gated plans, checklists, and structured findings — never vendored C2, webshells, or autonomous exploit execution.

Scope: Pre-authorized penetration testing methodology and reporting. NOT for unauthorized testing, malware/C2 operations, static pre-deploy audits (security-scanner), or synthetic CTF-only puzzles (ctf-*).

Canonical Vocabulary

Term	Definition
ROE	Rules of Engagement — signed authorization document defining targets, dates, contacts, and prohibited actions
scope gate	Mandatory `scope_check.py` pass before any recon, web, API, or OSINT offensive planning
target	Host, URL, CIDR, or application explicitly listed in the signed ROE
phase	Engagement stage from `scripts/phases.py` — each requires an active scope gate
triage	Route a signal to canonical playbook + optional external skill via `methodology-router.md`
external index	Planning lock `pentest-external-skill-index.json` via manifest + `lookup_external_slug.py`
finding	Structured JSON record of a suspected issue with severity, evidence, and remediation guidance
playbook	Checklist-driven methodology loaded from `references/playbooks/` — planning only
synthesis	Agent-authored plan/checklist/report assembled from references and operator context
external runner	Optional third-party CLI (e.g. Strix) the operator runs manually — this skill does not install or invoke attacks
fail-closed	Deny all offensive planning when scope is missing, expired, or target-out-of-scope

Tier Boundaries

Tier	Skill	When to use	ROE required	Executes attacks
Static audit	security-scanner	Pre-deployment SAST, secrets, deps, compliance heuristics	No	No — read-only code scan
Authorized pentest	pentest (this skill)	Live apps/APIs under signed engagement	Yes	No — planning/checklists only; operator runs approved tools
CTF / lab	ctf-*	Isolated challenge boxes, training flags, synthetic vuln labs	No (lab policy instead)	Only inside designated lab scope

Read the full file on GitHub · 275 lines

Files

What ships with it

46 files beside SKILL.md in the same directory: the scripts, references and assets a skill reads on demand. Not counted in the per-session cost; read them before you install if any of them is executable.

Changes

What this file has done since we first saw it

Hashed on every crawl. A supply-chain change to an agent config is a question of when, not whether, so the history is kept rather than the latest state alone.

1mo ago First seen · 275 lines · 47 tokens per session scan A 48bd790af056

Subscribe to this mod's changes

pentest is a skill published in the GitHub repository wyattowalsh/agents (5 stars, last pushed 1mo ago), licensed MIT. It adds 47 tokens to every session and 3,436 once invoked, about $0.0002 per session on Opus 5.5. A static security scan graded it A with 0 findings. No closer match exists in the catalogue, so it is treated as the original; first seen 2026-09-03.

Legal and compliance Security

fto-triage

Freedom-to-operate triage — a structured first look at potentially blocking patents, not an FTO opinion. Use when a product, process, or feature is being evaluated for blocking patents, when asked whether anything stops a launch, or to build a claim-chart first pass against the most plausible patents before patent…

anthropics/claude-for-legal · 81 tokens

legal-hold

Issue, refresh, release, or report on legal holds — drafts the hold notice as .docx, updates legalhold fields in log.yaml, and calendars the next refresh. Use when the user says "issue a hold", "refresh hold", "release hold", or asks for a portfolio-wide hold status report.

anthropics/claude-for-legal · 68 tokens

pentest