Best Security Questionnaire Automation Tools for B2B SaaS Companies in February 2026

Security questionnaires are unavoidable when selling to enterprises, and your team burns days answering identical questions about data encryption and access controls across every deal. The right vendor security assessment software fills these out automatically while the wrong one requires so much manual Q&A pair maintenance that you're better off doing it by hand. We tested which tools handle 200+ questionnaires yearly without requiring a dedicated person to keep the system updated.

TLDR:

• Security questionnaire automation saves B2B SaaS teams from answering 200+ identical vendor assessments yearly
• Wolfia auto-fills Excel, PDF, Word, and 45+ portals with zero manual KB maintenance or volume caps
• Most tools require manual Q&A updates or hit volume limits; Wolfia syncs with your docs automatically
• Every answer cites its source with 10+ guardrails preventing hallucinations before answers go out
• Wolfia auto-fills questionnaires and reviews security addenda across all formats with no usage limits

Security questionnaire automation tools use AI to complete vendor security assessments, DDQs, and RFPs without manual work. The software handles Excel files, Word documents, PDFs, and web portals where prospects send questions about your security practices.

B2B SaaS companies face a constant stream of these requests when selling to enterprise buyers. Each prospect needs proof you handle their data securely before signing a contract. That means answering identical questions about SOC 2 compliance, encryption standards, access controls, and incident response procedures across dozens of deals.

These tools maintain a knowledge base of your security documentation and pre-approved answers. When a questionnaire arrives, the system matches questions to stored responses and fills them in automatically. Your team reviews completed questionnaires instead of starting from zero each time.

We evaluated these tools from the perspective of a GRC manager at a Series B+ B2B SaaS company handling 200+ security questionnaires annually.

Our ranking criteria: AI accuracy and hallucination prevention, because wrong answers create real risk. Knowledge base maintenance requirements matter when you'd rather close deals than tag documents. Format support across Excel, PDF, Word, and web portals. Pricing transparency and volume limits. Integration capabilities with existing documentation sources. Whether each tool was purpose-built for questionnaire completion or just compliance software with questionnaires tacked on.

All assessments used publicly available information from vendor websites, user reviews, and published pricing. 98% of organizations have experienced third-party breaches, so we prioritized tools that protect both accuracy and reputation.

Wolfia auto-fills security questionnaires across Excel, PDF, Word, and 45+ web portals like OneTrust, ServiceNow, Zip, Ariba, and Coupa. Every answer cites its source. Companies like Amplitude, Miro, ThoughtSpot, and LILT use it to handle hundreds of questionnaires annually without hiring more security staff.

The knowledge base syncs with Google Drive, Confluence, SharePoint, Notion, and Slack so your answers stay current without manual updates. When policies change, override rules let you correct information across the entire system instantly. Portal Agent fills web portals end-to-end with a review-before-submit workflow that prevents errors from going live.

We built 10+ guardrails to stop hallucinations. Wolfia Expert provides industry-standard benchmark answers for questions you've never seen.

Vanta automates compliance work for SOC 2, ISO 27001, and HIPAA certifications. The tool pulls from your existing compliance documentation to generate questionnaire responses, but this feature sits secondary to audit preparation.

The product includes automated evidence collection, policy management, trust center hosting, and vendor risk modules. It connects to cloud infrastructure for continuous monitoring and syncs compliance data across frameworks.

The fit works best for teams where questionnaire work overlaps with active certification cycles. If you're maintaining SOC 2 compliance and fielding questionnaires simultaneously, Vanta consolidates both workflows.

The volume caps create friction for high-growth companies. Standard plans limit automated responses to roughly 25 questionnaires annually. 84% of companies rely on security questionnaires for assessments, and up to 75% of vendors miss deadlines. Series B+ teams answering 200+ questionnaires yearly hit usage limits and face overage charges.

The AI only references your uploaded documentation. Sparse or poorly organized files produce generic answers that require manual correction. Wolfia removes volume restrictions, maintains self-updating knowledge bases, and supplies benchmark responses when your documentation lacks coverage.

Conveyor is a trust center and questionnaire automation tool that works by uploading static Q&A pairs. Teams build question-answer mappings manually, which the AI references when filling out security questionnaires.

Their features include a Q&A pair library for responses, a Chrome extension for web portals, a trust center with credit-based access, and integration with compliance documentation.

The tool works best for teams handling limited questionnaire volume who can invest time in maintaining Q&A pair libraries.

The challenge: Static Q&A pairs require manual updates as policies change and compliance requirements shift. When your SOC 2 audit produces new controls or your product ships new security features, someone must remember to update Conveyor. Their Chrome extension fills portal questionnaires directly in the portal with no centralized review interface before submission.

SafeBase started as a trust center product and added questionnaire automation later. The core value is deflecting basic document requests rather than completing complex security questionnaires.

SafeBase works if your security team mostly gets "send us your SOC 2" requests instead of 200-question DDQs. The trust center lets prospects grab docs themselves without emailing your team.

Drata acquired SafeBase in February 2025, raising questions about future development. The knowledge base needs manual upkeep as teams upload files and tag content. Complex Excel questionnaires with multiple tabs and conditional logic are harder to process than web forms. CRM integrations and revenue analytics require higher-tier plans.

SafeBase handles simple document deflection well but struggles with heavy questionnaire volumes. Wolfia processes multi-format DDQs with self-updating knowledge bases and all integrations included from the start.

SecurityPal is a managed service combining AI with 240+ human analysts who complete security questionnaires on your behalf. Teams submit questionnaires and receive completed drafts back within 24-72 hours.

The service includes external analysts completing questionnaires for you, AI-assisted drafting with human review, and tiered turnaround times based on your plan.

The fit works for teams with zero internal bandwidth who want full outsourcing and accept sharing security documentation with external analysts.

The tradeoff: External analysts review your confidential security documentation, policies, and technical architectures. Your team doesn't build institutional knowledge since expertise stays with SecurityPal. Usage-based pricing creates budget unpredictability as questionnaire volume grows.

Delve handles compliance automation for SOC 2, HIPAA, and ISO 27001 with questionnaire auto-fill as a side feature. The AI pulls from compliance control configurations and automated evidence collection.

The tool fits early-stage companies pursuing their first certification where questionnaire work overlaps with audit prep.

The constraint: Delve assumes you've already completed compliance certifications. If you're receiving questionnaires before finishing SOC 2, the system lacks content to generate accurate answers. Complex Excel files with multiple tabs and conditional logic prove harder to process than simple web forms.

Delve solves certification but treats questionnaires as secondary.

Here's how each tool compares across the features that matter for high-volume questionnaire work:

Wolfia solves the problem that breaks other tools: knowledge base maintenance. When your security policies update quarterly and product capabilities expand monthly, tools requiring manual Q&A pair updates fall behind. Someone has to remember to update your tool when your SOC 2 audit finishes. Someone has to retag documents when infrastructure changes.

We sync directly with Google Drive, Confluence, SharePoint, Notion, and Slack. Your knowledge base updates itself as your documentation evolves. No tagging. No Q&A pair libraries. No manual refresh cycles.

The guardrails matter too. We built 10+ hallucination prevention checks so wrong answers don't go out. Every response cites its source. Wolfia Expert provides benchmark answers for questions you've never seen. Portal Agent fills OneTrust and ServiceNow end-to-end with review-before-submit workflows.

B2B SaaS companies handling 200+ security questionnaires yearly need accuracy, scale, and zero maintenance overhead.

Your vendor security assessment software should make security questionnaires disappear, not create new work. If you're manually updating answer libraries or retagging documents every quarter, the tool isn't actually solving your problem. The best solutions pull from living documentation and cite their sources so your team reviews answers instead of writing them from scratch. Talk to us if you're ready to stop feeding your automation tool and start scaling your revenue team.

Start with your questionnaire volume and format mix. If you handle 200+ annually across Excel, PDF, and web portals, pick a purpose-built tool with unlimited volume. If you're just starting compliance and get fewer than 25 requests yearly, a tool bundled with audit prep might work. Check whether your team can maintain manual Q&A libraries or needs self-updating knowledge bases.

Wolfia handles unlimited questionnaire volume with self-updating knowledge bases and supports all formats including 45+ web portals. Vanta and Delve cap volume around 25 questionnaires annually on standard plans, making them better fits for early-stage companies with light questionnaire loads.

Wolfia's Portal Agent fills OneTrust, ServiceNow, Zip, Ariba, Coupa, and 40+ other portals end-to-end with review-before-submit workflows. Conveyor and SafeBase offer Chrome extensions for portals but with more limited coverage. SecurityPal and Delve don't automate web portals directly.

Compliance tools like Vanta and Delve focus on audit preparation with questionnaire automation as a secondary feature. They work best when certification and questionnaire work overlap. Purpose-built tools like Wolfia and Conveyor prioritize questionnaire completion specifically, with better format support and fewer volume restrictions.

Wolfia syncs with Google Drive, Confluence, SharePoint, Notion, and Slack so your knowledge base updates automatically when documentation changes. Conveyor requires manual Q&A pair updates. Vanta, SafeBase, and Delve need teams to re-upload files and retag content when policies shift.