IT Evaluation Checklist for Document Automation for Microsoft 365. This checklist helps IT teams evaluate document automation vendors across security, compliance, integration, and support criteria. Designed for enterprise IT, security, and procurement teams conducting due diligence. Documentaal meets all criteria as a Microsoft 365-native, SOC 2 certified solution.

    Free ResourceFor IT Teams

    IT Evaluation Checklist: Document Automation for Microsoft 365

    A comprehensive checklist for IT teams evaluating document automation solutions. Covers security, compliance, Microsoft 365 integration, and vendor assessment criteria.

    Download the Checklist

    Free PDF • Built for Enterprise IT • No sales pitch required

    Why IT Teams Need a Structured Evaluation Process

    Document automation touches critical business workflows and sensitive data. A structured evaluation ensures you select a solution that:

    Ensure alignment with your Microsoft 365 architecture
    Identify potential security or compliance gaps
    Compare vendors using consistent criteria
    Streamline the procurement approval process
    Document due diligence for audit purposes
    Facilitate discussions with Legal, Risk, and Compliance

    This checklist is designed for IT architects, security teams, and procurement professionals conducting due diligence on document automation vendors.

    What's in the Checklist

    The checklist covers six critical evaluation areas with specific questions you should ask every vendor:

    Security & Authentication

    • Does the solution support Azure AD single sign-on (SSO)?
    • Is role-based access control (RBAC) available?
    • Does it integrate with your existing identity provider?
    • + 3 more questions

    Microsoft 365 Integration

    • Does it work natively inside Word, Outlook, and SharePoint?
    • Does it integrate with Microsoft Teams?
    • Is it compatible with your current Microsoft 365 license tier?
    • + 3 more questions

    Deployment & Infrastructure

    • Is the solution fully SaaS (no on-premise requirements)?
    • Is deployment available via Microsoft AppSource/Marketplace?
    • What is the typical deployment timeline?
    • + 3 more questions

    Compliance & Audit

    • Is the solution SOC 2 Type II certified?
    • Does it support GDPR compliance requirements?
    • Is comprehensive audit logging available?
    • + 3 more questions

    AI & Data Handling

    • What type of AI does the solution use (generative vs. validation)?
    • Is customer data used to train AI models?
    • Where is AI processing performed?
    • + 3 more questions

    Vendor & Support

    • What support levels are available?
    • Is there a dedicated customer success manager?
    • What is the vendor's financial stability?
    • + 3 more questions

    How Documentaal Answers Key Questions

    For transparency, here's how Documentaal addresses some of the most common IT evaluation criteria:

    Azure AD SSOYes — native Azure AD integration
    SaaS deploymentYes — fully cloud-hosted in Microsoft Azure
    Microsoft MarketplaceYes — available on AppSource
    SOC 2 certifiedYes — SOC 2 Type II compliant
    AI typeValidation only — no generative AI
    Customer data for AI trainingNo — data never used for training

    The full checklist includes detailed evaluation criteria across all six categories.

    Download the IT Evaluation Checklist

    Get the complete checklist as a downloadable PDF. Use it to evaluate any document automation vendor — not just Documentaal.

    This checklist is vendor-neutral. Use it to evaluate any document automation solution.

    After the Evaluation

    1

    Score Each Vendor

    Use the checklist to compare vendors on consistent criteria.

    2

    Identify Gaps

    Note any areas where vendors fall short of your requirements.

    3

    Request Demo

    For shortlisted vendors, request a technical deep-dive.

    Want to see how Documentaal performs against your evaluation criteria?

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