--- name: security-questionnaire-autofill description: "Draft answers to a vendor security questionnaire (SIG, CAIQ, or a custom sheet) from your real controls — fast, consistent, and honest about gaps. Use when asked to fill out a security questionnaire, answer a SIG/CAIQ, respond to a customer's security review, or complete a vendor risk assessment. Produces drafted answers grounded in your stated controls, a gap list of questions you can't truthfully answer yet, and reusable answer snippets for next time — never fabricated compliance." --- # Security Questionnaire Autofill A single enterprise deal can arrive with a 300-question security questionnaire, and answering it by hand is a week no one has. This drafts the answers from your actual security posture, keeps the wording consistent across questions, and — critically — refuses to invent a control you don't have. What it can't answer truthfully, it flags, so you close the real gap instead of papering over it. > Answers must reflect reality. A fabricated "yes" on a security questionnaire is a misrepresentation that can void a contract — this skill flags gaps, it does not invent controls. ## What This Skill Produces - **Drafted answers** — one per question, grounded in your stated controls, in consistent language - **The gap list** — questions you can't currently answer "yes" to, with what closing them would take - **Reusable snippets** — a growing answer library so the next questionnaire is faster - **Evidence pointers** — which policy/doc backs each answer (so reviewers can verify) ## Required Inputs Ask for these if not provided: - **The questionnaire** — the questions (SIG, CAIQ, or custom), pasted or attached - **Your controls** — your security posture: policies, certifications (SOC 2, ISO 27001), encryption, access control, MFA, backups, incident process — whatever's real - **Your posture doc / prior answers** — if you have a security whitepaper or past questionnaire, feed it for consistency - **Honesty stance** — confirm: flag gaps rather than best-case them (default: yes) ## Framework: Answer From Truth 1. **Map question → control.** Each question is answered from a real control or marked a gap. No control, no "yes." 2. **Consistent voice.** The same control answered the same way every time it's asked (questionnaires repeat). 3. **Evidence-anchored.** Every substantive answer names the policy/doc/cert that proves it. 4. **Gaps are findings, not failures.** A flagged gap is an action item; a fabricated answer is a liability. 5. **Scope honestly.** "Yes, for production; not yet for the sandbox" beats a misleading blanket yes. ## Output Format ### Security Questionnaire — [customer] · [framework] **Summary:** [N answered · G gaps · C need a human decision] ### Answers | # | Question | Answer | Evidence | Confidence | |---|---|---|---|---| | 1 | … | Yes — [detail] | [policy/cert] | High | | 2 | … | **GAP** — not in place; would require [x] | — | — | ### Gaps to close (ranked) - [control] — effort to close, and whether it blocks this deal ### Snippets saved for reuse - [control] → [reusable answer text] ## Quality Checks - [ ] Every "yes" traces to a real, named control — none inferred or invented - [ ] Gaps are flagged explicitly, not softened into misleading answers - [ ] Repeated questions get consistent answers - [ ] Scope is honest where a control is partial - [ ] Anything requiring a business/legal decision is escalated, not guessed ## Anti-Patterns - **Fabricating a "yes"** to speed the deal — the single thing this skill must never do. - **Inconsistent answers** to the same control across the sheet — reviewers notice. - **Vague answers with no evidence** — "we take security seriously" fails a review. - **Hiding a partial scope** behind a blanket claim. ## Example Trigger Phrases - "Fill out this security questionnaire from our controls." - "Answer this SIG/CAIQ for a customer security review." - "Respond to the vendor risk assessment — flag anything we can't truthfully claim." - "Draft answers to this security review and list our gaps."