This skill should be used when the user asks to "plan a penetration test", "create a security assessment checklist", "prepare for penetration testing", "define pentest scope", "follow security testing best practices", or needs a structured methodology for penetration testing engagements.
SkillScore87Maintained
Automatic
◆Security & AppSec pack
Last verified 8/10/2026
What it changes
Passed 20 of 23 test cases with the skill, and 18 of 23 without it.
Without skill78%
With skill87%
Checks it passed that the model alone missed
Includes environment cleanup in the post-pentest quick reference checklist.
Advises tracking error rate spikes to distinguish testing activity from actual attacks.
2 fixed18 passed either way3 still failing0 broke
Pass-rate lift
+9 pp
Tokens
+84%
Agent turns
0%
Response time
-15%
Model gemini-3.6-flashMeasured 8/10/2026v120 of 23 cases passed with skill
Tokens, turns and time describe resource use, not a dollar price.
See it in action
One of 2 test cases the skill fixed. Same model, same prompt, with and without the skill.
1 of 2
Prompt
During active testing, our application performance monitoring tool flagged a sudden massive spike in 404 and 500 HTTP response errors. How should our operations team handle this anomaly?
What was checked, without and with the skill
Checked
Without skill
With skill
Advises tracking error rate spikes to distinguish testing activity from actual attacks.
Missed
Passed
case-17 · gemini-3.6-flash · 8/10/2026 · answers are capped and redacted
What's inside
The instructions your model reads when the skill loads.
SKILL.md326 linessingle file
Pentest Checklist
Purpose
Provide a comprehensive checklist for planning, executing, and following up on penetration tests. Ensure thorough preparation, proper scoping, and effective remediation of discovered vulnerabilities.