Security Questionnaire Automation
Automate Security Questionnaires with AI
Winify AI helps you complete InfoSec questionnaires in hours, not days. Save time on SOC 2, ISO 27001, and vendor assessments with accurate, AI-powered automation.
Trusted by forward-thinking teams
Key Capabilities
Winify AI Handles Your Security Reviews End-to-End
From intake to export, Winify AI automates the most tedious parts of security assessments.
AI-Powered Answering
Answers generated from your documentation instantly.
Framework Support
SOC 2, ISO 27001, HIPAA, PCI DSS, and more.
Upload Any Format
DOCX, XLSX, PDFs — our parser handles them all.
Built for GRC Teams
Track status, assign owners, and meet SLAs.
Compliant & Secure
SOC2-ready and compliant with modern data protection practices.
Works with Your Docs
Bring your own policies, past answers, and PDFs.
What is Security Questionnaire Automation?
Security questionnaire automation streamlines the process of answering vendor security and due-diligence questions using AI …
With Winify AI, compliance and InfoSec teams eliminate copy-paste work, improve consistency, and accelerate the sales cycle.
Learn more about our RFP automation features or start your trial.
How Winify AI Works
- Ingest – Upload policies, past questionnaires, white papers, and any PDFs. WinifyAI converts them into a structured knowledge base.
- Match – Our domain-tuned model semantically maps each question to the best evidence, citing the exact source for review.
- Refine – Review AI-drafted answers in a side-by-side editor, add context, and approve.
- Export – One-click export. Edits feed our “response memory” so the next answer is even smarter.
Winify AI helps sales and compliance teams respond 10× faster, removing security reviews as a blocker to closing deals.
Why Teams Choose Winify AI
Here’s how we outperform outdated tools and manual work:
Instant AI Responses
Generate accurate answers from your docs—no copy-paste, no templates.
Built-In Compliance Frameworks
SOC 2, ISO 27001, NIST, PCI DSS, HIPAA + 100 more—ready on day 1.
Unlimited Seats Included
Flat price covers everyone—no per-user add-ons or surprise bills.
Cited Answers
Every AI response links to the source paragraph so auditors trust it.
Finish in < 1 Day
Customers report 90% time savings, removing security questionnaires as deal blockers.
Learns as You Edit
Every change you make improves future answers—Winify gets smarter the more you use it.
Competitive Comparison
Winify AI vs. Alternatives
Below are the features our switchers say mattered most.
| Feature / Outcome | Winify AI | Vanta | Drata | Conveyor |
|---|---|---|---|---|
| Any-format ingestion | ✅ DOCX, PDF, XLSX, portals | ⚠️ CSV & XLSX only | ⚠️ XLS/XLSX, CSV | ✅ Any file |
| Paragraph-level citations | ✅ Source citation on every answer | ❌ | ❌ | ❌ |
| Time to first value | < 15 min (drag-&-drop docs) | 1–2 weeks | 1–2 weeks | ⚠️ 3–5 days (migration) |
| Unlimited seats included | ✅ Flat price, unlimited users | ⚠️ 5 seats then $ per user | ⚠️ Adds seats in packs | ⚠️ 1–10 users tiered |
| Transparent pricing / free trial | ✅ 14-day trial · $199/mo | ❌ Hidden | ❌ Hidden | ⚠️ Free tier; paid hidden |
| Median questionnaire turnaround | 1 h | 5 h+ | 5 h+ | 6 h+ |
How many questions does your vendor questionnaire have?
Manual hours
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Winify hours
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Hours saved
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Simple pricing for teams that respond to RFPs regularly
Start free, then move to the plan that matches your monthly RFP volume
Starter Trial
Best for testing one real proposal workflow before upgrading
- 1 RFP included
- Up to 50 pages per RFP
- 100 Knowledge Hub pages
- 7-day trial window
- AI draft generation + export
Starter
For small teams handling monthly RFPs
- 1 RFP per month
- Up to 150 pages per RFP
- Knowledge hub for past proposals
- AI-generated proposal drafts
- Best for lean proposal workflows
Growth
For busy proposal teams juggling lots of RFPs per month
- 5 RFPs per month
- Up to 200 pages per RFP
- 2000 Knowledge Hub pages
- More room for shared proposal workflows
- Best deal for growing proposal teams
Enterprise
For larger organizations that need volume, controls, and tailored support
- Unlimited RFPs
- Up to 500 pages per RFP
- Unlimited Knowledge Hub pages
- Custom onboarding and commercial terms
- Security reviews, SLAs, and procurement support
Security Questionnaire Automation FAQs
Need more details?
What types of RFPs does Winify AI support?
Winify AI is built for narrative-style RFPs and RFIs commonly used by service businesses such as IT consulting firms, software agencies, engineering consultancies, and other professional services teams.
How does the compliance matrix extraction work?
After you upload an RFP, Winify AI automatically identifies requirements, questions, and key sections, then organizes them into a structured compliance matrix so your team can track what must be answered.
Can I upload past proposals and company documents?
Yes. You can upload past proposals, service descriptions, case studies, and internal documentation into your knowledge hub so draft responses are grounded in your approved content.
Can my team review and edit generated responses?
Absolutely. Winify AI generates draft responses, and your team can review, refine, and tailor each answer before exporting the final proposal.
Is Winify AI built for small proposal teams?
Yes. Winify AI is designed for fast-moving teams of roughly 5 to 100 people that need to respond to RFPs consistently without heavy enterprise tooling.
Can I try Winify AI without talking to sales?
Yes. Business-email users can start the free trial right away. If you sign up with a free email address, you can still request access without booking a sales call.
What file formats can I upload?
Winify AI supports common proposal and RFP formats including PDF, DOCX, and spreadsheets so you can work with the files you already receive from buyers.
Ready to Automate Security Questionnaires?
Start your free trial today and complete your next questionnaire 10x faster — with full accuracy and compliance.