CB ciso-advisor
Security leadership for growth-stage companies. Use when building security programs, selecting compliance frameworks (SOC 2, ISO 27001, HIPAA, GDPR), managing incidents, or assessing vendor risk.
Security leadership for growth-stage companies.
As a process B 76/100 · Nearly there — weak spots: inputs and preconditions, running it twice, progress reporting
ProcedureSecurityData and analyticsInfrastructuretype and topics are labelled automatically from the skill text
How to improve
- The SKILL.md body is over 5,000 tokens: move reference detail into references/ and load it when needed.
For the model run — optional
- Your own cases (evals/evals.json, 4–6 real requests with expected answers): the full check would then run those instead of a model-drafted suite.
- A spec.yaml with trigger phrases and assertions — a behaviour contract for CI; `skilltest init` writes a template.
Guard findings · 5
✓ No critical or high findings
Medium and low: 5
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low Risky intent
intent-offensive-securitySKILL.md:35Offensive-security / dual-use content (legitimate for authorised testing; review intended use)- penetration testing
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low Risky intent
intent-offensive-securitySKILL.md:56Offensive-security / dual-use content (legitimate for authorised testing; review intended use)CISO, security strategy, risk quantification, ALE, SLE, ARO, security posture, compliance roadmap, SOC 2, ISO 27001, HIPAA, GDPR, zero trust, defense in depth, incident response, board security report
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low Risky intent
intent-offensive-securitySKILL.md:92Offensive-security / dual-use content (legitimate for authorised testing; review intended use)| R-002 | Ransomware | Production systems | $1.8M | 0.10 | $180K | $80K/yr | 2.3x | High |
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low Risky intent
intent-offensive-securitySKILL.md:231Offensive-security / dual-use content (legitimate for authorised testing; review intended use)| P0: Critical | Active breach, data exfiltration, ransomware | Immediate (< 15 min) | CEO + Legal + Board |
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low Risky intent
intent-offensive-securitySKILL.md:249Offensive-security / dual-use content (legitimate for authorised testing; review intended use)- Prevent lateral movement
Files scanned: 4. Evidence is masked. Grey chips explain why severity was lowered.
Against the Agent Skills spec
- warning
body-longSKILL.md body ≈ 5437 tokens (recommended < 5000); move details to references/
Process rating: all ten parameters 76/100
- 0Inputs and preconditions. Does not say what the process needs to start
- 0Progress reporting. Says nothing while it works
- 30Running it twice. 1 mutating operations with no state check
- 50When it triggers. No condition that starts the skill
- 70Execution cost. Instruction body is 5437 tokens
- 100Tools and files. No external tools needed
- 100Steps. 28 steps
- 100Result and completion. Output format and completion criterion are stated
- 100Failures and branches. 1 branches, has a failure section
- 100Consistency. Name and required fields are in place
- medium Safety rules and hard prohibitions inside a skill: they belong in the system prompt, here they protect nothing
- low 18 top-level sections: this looks like several domains in one skill
Everything here is measured from the skill text rather than judged by a model, so the numbers are checkable. A parameter weighs more when it is a more common reason for the process to stall.
Quality signals
- +5Description has no quoted example phrases that should trigger the skill
- +4Description does not say when NOT to use the skill (false activations)
- +2Single-language instructions
- +3Description length 195: enough signal without eating the budget
- +4Structure: 42 headings
- +3Step-by-step instructions: 28 items
- +3Output format is stated explicitly
- +4Has examples (9 code blocks)
- +3All 3 scripts are documented
- +1License stated
Quality base 70; lint remarks subtract, signals add up to 100. Result: 81.