/cs:ciso-review — CISO Forcing Questions

/cs:ciso-review <plan> — Risk-paranoid interrogation of any plan that touches data, compliance, or production access.

How to use it

Claude Code
  1. Run the line below. It pulls the whole folder into ~/.claude/skills/ciso-review.
  2. Describe your job in plain words. Claude Code follows the skill from there.
Claude Code — installs the whole folder, not just SKILL.md
npx degit alirezarezvani/claude-skills/c-level-agents/skills/ciso-review#main ~/.claude/skills/ciso-review

For one project only, change the path to .claude/skills/ciso-review.

Claude (web or desktop app)
  1. On this page open ⋯ → Download .md.
  2. Save it as SKILL.md in a folder, zip the folder, then Customize → Skills → + → Create skill → Upload a skill.
  3. Pick the file and Save. Claude shows the name and description and runs a security scan.
  4. Check the skill is switched on.
  5. Start a new chat and describe your job in plain words. The AI follows the skill from there.
ChatGPT or another app
  1. ChatGPT: make a Project and paste it into Instructions.
  2. Neither? Paste it at the top of a new chat — it works for that chat.
Not working?
  • Check which app you pasted it into — the steps above name the right one.
  • Some skills need the paid tier of Claude or ChatGPT.
Step-by-step guide with screenshots · Ask in the forum

Paste into Claude, ChatGPT or Cursor.

Source of /cs:ciso-review — CISO Forcing Questions

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ciso-review/cs:ciso-review <plan> — Risk-paranoid interrogation of any plan that touches data, compliance, or production access. Use when launching features that handle customer data, before a SOC 2 / ISO audit, or after any incident or near-miss.

/cs:ciso-review — CISO Forcing Questions

Command: /cs:ciso-review <plan>

The risk-paranoid threat-modeler. Six questions before any production change that touches customer data or compliance scope.

When to Run

  • Before deploying any system that touches PII / PHI / cardholder data
  • Before signing a new vendor with data access
  • Before a compliance audit (SOC 2, ISO 27001, HIPAA, GDPR)
  • Before any architecture decision crossing trust boundaries
  • After any near-miss incident

The Six CISO Questions

1. Threat Model

What's the STRIDE threat model for this system, and which threat is most likely?

  • Spoofing, Tampering, Repudiation, Info Disclosure, DoS, Elevation of Privilege.
  • Pick the top 3 by likelihood × impact.
2. Blast Radius

If this is fully compromised, what data is exposed and how many users are affected?

  • Worst case in plain English.
  • Quantify in dollars via FAIR-based ALE.
3. Detection

What signals indicate compromise, and how long until they're triggered (MTTD)?

  • Logs alone are not detection.
  • Define the detection rule, the alert, and the on-call.
4. Response

Is there an IR runbook for this scenario, and has it been tabletop-tested?

  • If no runbook: build one before ship.
  • If untested: tabletop before ship.
5. Regulatory Window

What's the regulator notification window if this scenario occurs?

  • GDPR: 72h. HIPAA: 60d. State breach laws vary.
  • Pre-write the customer comms template.
6. Vendor & Supply Chain

Which third-party vendors are in scope, and what's their security posture?

  • Subprocessor list current?
  • DPAs in place?
  • Last security review per vendor?

Workflow

python ../../../c-level-advisor/skills/ciso-advisor/scripts/risk_quantifier.py
python ../../../c-level-advisor/skills/ciso-advisor/scripts/compliance_tracker.py

Output Format

# CISO Review: <plan>
**Date:** YYYY-MM-DD

## Threat Model
- Top threat: <STRIDE category> — <description>
- Likelihood: H/M/L | Impact: H/M/L
- ALE: $X / year

## Blast Radius
- Data exposed (worst case): <description>
- Users affected: N
- Estimated cost: $X

## Detection
- MTTD target: X hours
- Current MTTD: X hours
- Detection rule: <name>

## Response
- IR runbook: ✅ / ❌
- Last tabletop: <date>

## Regulatory
- Frameworks in scope: SOC 2 / ISO 27001 / HIPAA / GDPR
- Notification window: X hours/days

## Vendors
- New vendors added: N
- DPAs signed: N / N
- Security reviews complete: N / N

## Verdict
🟢 SHIP | 🟡 MITIGATE THEN SHIP | 🔴 BLOCK

Routing

  • /cs:cto-review — architecture alignment
  • /cs:gc-review — DPA, regulatory implications
  • /cs:decide — log risk acceptance
  • /cs:boardroom — for CRITICAL risks

Version: 1.0.0

1---
2name: "ciso-review"
3description: "/cs:ciso-review <plan> — Risk-paranoid interrogation of any plan that touches data, compliance, or production access. Use when launching features that handle customer data, before a SOC 2 / ISO audit, or after any incident or near-miss."
4---
5 
6# /cs:ciso-review — CISO Forcing Questions
7 
8**Command:** `/cs:ciso-review <plan>`
9 
10The risk-paranoid threat-modeler. Six questions before any production change that touches customer data or compliance scope.
11 
12## When to Run
13 
14- Before deploying any system that touches PII / PHI / cardholder data
15- Before signing a new vendor with data access
16- Before a compliance audit (SOC 2, ISO 27001, HIPAA, GDPR)
17- Before any architecture decision crossing trust boundaries
18- After any near-miss incident
19 
20## The Six CISO Questions
21 
22### 1. Threat Model
23**What's the STRIDE threat model for this system, and which threat is most likely?**
24- Spoofing, Tampering, Repudiation, Info Disclosure, DoS, Elevation of Privilege.
25- Pick the top 3 by likelihood × impact.
26 
27### 2. Blast Radius
28**If this is fully compromised, what data is exposed and how many users are affected?**
29- Worst case in plain English.
30- Quantify in dollars via FAIR-based ALE.
31 
32### 3. Detection
33**What signals indicate compromise, and how long until they're triggered (MTTD)?**
34- Logs alone are not detection.
35- Define the detection rule, the alert, and the on-call.
36 
37### 4. Response
38**Is there an IR runbook for this scenario, and has it been tabletop-tested?**
39- If no runbook: build one before ship.
40- If untested: tabletop before ship.
41 
42### 5. Regulatory Window
43**What's the regulator notification window if this scenario occurs?**
44- GDPR: 72h. HIPAA: 60d. State breach laws vary.
45- Pre-write the customer comms template.
46 
47### 6. Vendor & Supply Chain
48**Which third-party vendors are in scope, and what's their security posture?**
49- Subprocessor list current?
50- DPAs in place?
51- Last security review per vendor?
52 
53## Workflow
54 
55```bash
56python ../../../c-level-advisor/skills/ciso-advisor/scripts/risk_quantifier.py
57python ../../../c-level-advisor/skills/ciso-advisor/scripts/compliance_tracker.py
58```
59 
60## Output Format
61 
62```markdown
63# CISO Review: <plan>
64**Date:** YYYY-MM-DD
65 
66## Threat Model
67- Top threat: <STRIDE category> — <description>
68- Likelihood: H/M/L | Impact: H/M/L
69- ALE: $X / year
70 
71## Blast Radius
72- Data exposed (worst case): <description>
73- Users affected: N
74- Estimated cost: $X
75 
76## Detection
77- MTTD target: X hours
78- Current MTTD: X hours
79- Detection rule: <name>
80 
81## Response
82- IR runbook: ✅ / ❌
83- Last tabletop: <date>
84 
85## Regulatory
86- Frameworks in scope: SOC 2 / ISO 27001 / HIPAA / GDPR
87- Notification window: X hours/days
88 
89## Vendors
90- New vendors added: N
91- DPAs signed: N / N
92- Security reviews complete: N / N
93 
94## Verdict
95🟢 SHIP | 🟡 MITIGATE THEN SHIP | 🔴 BLOCK
96```
97 
98## Routing
99 
100- `/cs:cto-review` — architecture alignment
101- `/cs:gc-review` — DPA, regulatory implications
102- `/cs:decide` — log risk acceptance
103- `/cs:boardroom` — for CRITICAL risks
104 
105## Related
106 
107- Agent: [`cs-ciso-advisor`](../../agents/cs-ciso-advisor.md)
108- Skill: [`ciso-advisor`](../../../c-level-advisor/skills/ciso-advisor/SKILL.md)
109- Compliance: `../../../ra-qm-team/`
110 
111---
112 
113**Version:** 1.0.0
114 

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