Performing Penetration Testing Agent Skill

Orchestrate a penetration test by routing user intent to one or more of the 25 narrow skills in this pack.

Context cost
10.8k tokensestimated from the bundle, loaded when it triggers
Bundle
9 files · 155.9 kB4 scripts among them — read before you run
Licence
MITthe author’s own terms
Last change
—v3.30.0
Servers it uses
Noneruns standalone

What it does

Orchestrate a penetration test by routing user intent to one or more of the 25 narrow skills in this pack. Confirms authorization + scope FIRST (cluster 5), runs the relevant scan skills (clusters 1-4), then composes findings into the customer deliverables (cluster 6) plus an integrity-attestable engagement archive (cluster 5). Backward-compatible with v2 invocations — "pentest", "security scan", "audit dependencies" still work but now route to the narrow skills instead of the v2 monolithic scripts.

What this skill changes about the agent has not been set out here as a list. Its SKILL.md, shown below, says it in the author’s own words.

orchestrationpenetration testingpentestsecuritytesting

The skill itself

A skill is instructions the model reads, so you can see what you are getting: below is the start of its SKILL.md. The front matter loads with every session, the body loads when the skill triggers, and the whole file comes with the install.

SKILL.md15.5 kB · preview
--- name: performing-penetration-testing allowed-tools: - Read - Write - Edit - Glob - Grep - Bash(python3:*) - Bash(pip:*) - Bash(npm:*) - Bash(bandit:*) - Bash(pip-audit:*) - Bash(pipdeptree:*) - Bash(gpg:*) - Bash(tar:*) disallowed-tools: - Bash(rm:*) - Bash(curl:*) - Bash(wget:*) - Bash(nmap:*) - Bash(nikto:*) - Bash(sqlmap:*) - Write(.env) - Edit(.env) version: 3.30.0 author: Jeremy Longshore <jeremy@intentsolutions.io> license: MIT compatibility: Designed for Claude Code tags: - security - testing - pentest - orchestration ---
52# Performing Penetration Testing
53
54## Overview
55
56v3.0.0 of penetration-tester is a 25-skill pack. Each skill is
57narrow and heavy-hitter compliant (≥250 LOC scripts, ≥2 reference
58docs, 8-field SKILL.md frontmatter). This orchestrator routes
59user intent to the right combination of narrow skills.
60
61The 25 skills group into 7 clusters:
62
63- **Cluster 0** — this orchestrator
64- **Cluster 1 (5 skills)** — Network / transport
65- **Cluster 2 (4 skills)** — Information disclosure
66- **Cluster 3 (6 skills)** — Source-code static analysis
67- **Cluster 4 (4 skills)** — Dependency analysis
68- **Cluster 5 (3 skills)** — Engagement governance
69- **Cluster 6 (3 skills)** — Reporting
70
This is a preview of SKILL.md. Download or install the skill to get the whole thing.
In the file
SKILL.md1,777 words
Files9
LicenceMIT
Why you can read it

Nothing in a skill executes. The client loads the text and the model follows it, so a skill can be audited the way a runbook is — by reading it.

What it costs in context

Skills are not billed by the call. They are paid for in context: every token the instructions occupy is a token your code, your diff and your conversation cannot use. Here is what this one takes and when it takes it.

≈360
always loaded
The name and description, so the model knows the skill exists and when to reach for it.
10,390
on trigger
The instruction body and 8 supporting files, read only when the skill fires.
5.4%
of a 200k window
Ten skills this size would take about 54% of the window before you open a file.
050k100k150k200k context window

10.8k tokens, estimated from the bundle at four bytes to the token, held for the rest of the session once it triggers. Heavy. Teams tend to install this one per project rather than globally, and load it only when the job comes up.

Servers bill, skills cost

A server charges by the month. A skill charges once per session, in context, and then keeps charging it for as long as the session lives.

Before and after

The same question, put to the same model twice: once as it comes, and once with these instructions loaded.

No worked example has been published for this skill yet.

The procedure it runs

The procedure has not been set out here step by step. It is in the body of its SKILL.md: the start of it is shown above, and the whole file comes with the install.

Prose, not code

These steps are written for a model to follow, not executed by a runtime. It can still be told to skip one, and it will say so when it does.

Servers it uses

None. This skill calls no MCP servers at all.

Everything it needs is in the instructions, so it works in a project with nothing connected — the model reads the file and changes how it works with what it can already reach.

It asks the agent to write files, using whatever file access your client already has. Whether it reaches the network is not declared.

What it asks for
Writes filesyes
Network accessnot declared

Read from the allowed-tools line of this skill’s own SKILL.md. It also asks for Bash, which could do either, so what is not named there is not ruled out. A skill grants no permissions of its own — it can only ask for tools your client already has.

What it will not do

Every skill is narrow, and the useful ones say where they stop. These are the jobs this one is the wrong tool for.

What this skill is not for has not been published here. Nothing is implied by that: it is a section the author has not filled in.

What is in the bundle

9 files, 155.9 kB on disk. Mostly text — the instructions the model reads — with 4 scripts in it that your client would run only if the instructions tell it to.

  • SKILL.md15.5 kB
  • references/OWASP_TOP_10.md8.4 kB
  • references/REMEDIATION_PLAYBOOK.md10.0 kB
  • references/SECURITY_HEADERS.md9.0 kB
  • scripts/code_security_scanner.py27.3 kB
  • scripts/dependency_auditor.py27.3 kB
  • scripts/requirements.txt0.1 kB
  • scripts/security_scanner.py53.0 kB
  • scripts/setup_pentest_env.sh5.3 kB
What is not in it

A skill installs nothing and depends on nothing: it is a folder your client reads. This one carries 4 scripts beside the text, so the bundle is 9 files you can review in full before installing. The MIT licence covers the templates and examples as well as the instructions.

Install

Installing copies the bundle into your project. Nothing runs at install time — the files sit on disk until the model reads them.

# Performing Penetration Testing · 10.8k tokens when loaded · macOS, Linux mkdir -p .claude/skills && t=$(mktemp -d) && curl -fsSL -o "$t/bundle.tar.gz" https://mcprush.com/api/skills/performing-penetration-testing/bundle.tar.gz && tar -xzf "$t/bundle.tar.gz" -C "$t" && [ -d "$t/performing-penetration-testing" ] && { [ ! -e .claude/skills/performing-penetration-testing ] || { mv .claude/skills/performing-penetration-testing "$t/.previous" && echo "Previous copy moved to $t/.previous"; }; } && mv "$t/performing-penetration-testing" .claude/skills/ && echo "Installed .claude/skills/performing-penetration-testing"
On Windows, or any OS with Node 20+
npx mcprush@latest skill add jeremylongshore/performing-penetration-testing

Windows PowerShell says 'running scripts is disabled on this system'? Run Set-ExecutionPolicy -Scope CurrentUser RemoteSigned once, or type npx.cmd instead of npx (codex.cmd, gemini.cmd, grok.cmd likewise). PowerShell 7 needs neither. Writes to .claude/skills/performing-penetration-testing/ in the current project. For every project instead, run mkdir -p ~/.claude/skills && t=$(mktemp -d) && curl -fsSL -o "$t/bundle.tar.gz" https://mcprush.com/api/skills/performing-penetration-testing/bundle.tar.gz && tar -xzf "$t/bundle.tar.gz" -C "$t" && [ -d "$t/performing-penetration-testing" ] && { [ ! -e ~/.claude/skills/performing-penetration-testing ] || { mv ~/.claude/skills/performing-penetration-testing "$t/.previous" && echo "Previous copy moved to $t/.previous"; }; } && mv "$t/performing-penetration-testing" ~/.claude/skills/ && echo "Installed ~/.claude/skills/performing-penetration-testing" (macOS, Linux) — or add --global to the npx line. The curl line replaces .claude/skills/performing-penetration-testing/ only after the download succeeds, so files left there by another skill of the same name, or by an older release, do not mix in. A copy already there is moved aside, not deleted, and the line prints where.

Which clients pick it up on their own

A skill is a folder of text. Most of these read a skills folder and pick it up without being told; the rest take the same folder another way — an upload in the app, a parameter on an API call — and then choose it by its description just the same.

Claude Code.claude/skills/
Claude DesktopCustomize › Skills
ChatGPTSkills › Create › Upload
Cursor.cursor/skills/
VS Code.github/skills/
Codex CLI.agents/skills/
Gemini CLI.gemini/skills/
Grok Build.grok/skills/
Microsoft CopilotSkills › Upload a skill
PerplexityComputer › Skills › Upload a skill
DeepSeek Harness.dsh/skills/
Zed.agents/skills/
Devin Desktop.devin/skills/
Windsurf (legacy).windsurf/skills/
OpenAI Agents SDKInstructions or sandbox Skills
HTTP / APIa request parameter
This release
Version3.30.0
Publishedno release date on file
PriceFree
Referencejeremylongshore/performing-penetration-testing

Versions

v3.30.0 is what is on the shelf; no release here carries a date. Instructions change more often than APIs do — a skill can be rewritten entirely without anything it depends on moving.

v3.30.0
  • No earlier releases have been published to the marketplace.
Pinning

The install command always fetches the release that is current the day you run it — v3.30.0 today — and cannot ask for an earlier one. The copy on your disk does not change until you run it again.

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