How to use the CISO Security Advisor agent skill

What the CISO Advisor skill makes the agent do

The skill is written for security leadership at growth-stage companies. It focuses on translating technical risk into business impact, sequencing compliance work for business value, and shaping how security is reported to executives and the board.

Its main areas are risk quantification in dollars, a compliance roadmap covering SOC 2, ISO 27001, HIPAA and GDPR, security architecture strategy, incident response leadership, security budget justification and vendor security assessment.

• Risk quantification: uses expected annual loss (ALE = SLE × ARO) to rank risks by dollar impact.
• Compliance roadmap: suggests an order for frameworks, for example SOC 2 Type I first, then Type II, then ISO 27001 or HIPAA based on customer demand.
• Security architecture: frames zero trust as a direction, sequenced as identity (IAM and MFA), then network segmentation, then data classification.
• Incident response: outlines an executive playbook covering communication, escalation and board notification.
• Vendor assessment: tiers vendors by the data they access.

Install the skill: download the ZIP and unzip it into a skills folder

Download the ciso-advisor ZIP from this page. The skill folder contains SKILL.md, two reference files for compliance and incident response, plus strategy guidance, and two optional Python scripts.

To use it with a single user setup, unzip the folder into ~/.claude/skills/. To scope it to one project, unzip it into that project's .claude/skills/ folder instead. If you use the Claude apps, you can instead upload the skill under Settings → Capabilities → Skills.

• Personal install: place the ciso-advisor folder inside ~/.claude/skills/.
• Project install: place the ciso-advisor folder inside the project's .claude/skills/ folder.
• Claude apps: upload the skill under Settings → Capabilities → Skills.

How to trigger the skill with natural requests

You do not need a special command. The skill's description lists the situations it applies to: building security programs, justifying security budget, selecting compliance frameworks, managing incidents, assessing vendor risk, and any mention of CISO, security strategy, compliance roadmap, zero trust or board security reporting.

Describe your situation in plain language and include your business context, such as your customers, data types and budget, so the answer fits your company.

• 'Assess our security posture and estimate the expected annual loss for our top risks.'
• 'We need SOC 2 for enterprise deals. Build a compliance roadmap with timeline and cost.'
• 'Prepare a board security update covering risk posture, compliance status and incidents.'
• 'We had a suspected credential compromise. Help me coordinate the response and communications.'
• 'Our largest SaaS vendor handles customer data. How should we tier and assess them?'

Run the optional Python helper scripts

The skill includes two Python 3 scripts. scripts/risk_quantifier.py quantifies security risks in dollars and prioritizes them by ALE. scripts/compliance_tracker.py maps framework overlaps and estimates effort and cost. Run them from the skill folder.

The scripts are described as running with sample data, so their output is an illustration of the method rather than a picture of your company. Replace the sample inputs with your own figures before using the numbers in a decision.

• Requires Python 3.
• Both scripts run locally; the skill does not use the network.

Examples of what a good answer looks like

The skill's budget logic frames security spend as risk transfer. For example, a $200K program that prevents a $2M breach at 40% annual probability has $800K of expected value, which is the kind of statement a board can evaluate.

For compliance, the skill's sequencing principle is that SOC 2 Type I is the fastest proof of intent (3–6 months) and Type II is the credibility signal (12 months). Its reference file lists which framework fits which customer base, such as HIPAA with SOC 2 for healthcare, and GDPR for EU customers or EU-resident data.

Limits and safety notes

This is strategy guidance, not an operational security tool. It does not cover hands-on technical hardening, penetration testing or live incident containment. The incident response reference points to technical SOC runbooks for containment and forensics.

Timelines and costs in the reference files are generic estimates. Check regulated legal or audit decisions with a qualified auditor or lawyer. The scripts run locally, and the skill does not use the network, but they do execute Python code, so review the scripts before running them in a sensitive environment.

• Not for penetration testing, live containment or technical hardening.
• Not a substitute for a qualified auditor or lawyer on regulated decisions.
• Scripts run with sample data; use your own inputs for real numbers.