Bulletproof Assessments

Security risks don't wait. Technical debt doesn't fix itself. AI doesn't slow down.

Unknown risk is still risk. Whether it’s underused Microsoft capabilities, sensitive data exposure, cloud blind spots, security gaps, or AI readiness concerns, waiting too long can lead to higher costs, greater exposure, and delayed progress.

Bulletproof Assessments give organizations the clarity to act before small gaps become bigger business problems.

Outcomes You Can Act On:

  • Visibility into security, data, cloud, and AI risks

  • Business-prioritized recommendations
  • Executive-ready reporting and roadmap 
  • Microsoft licensing and investment optimization
  • Remediation and modernization guidance
  • Access to Microsoft funding and rebates to offset costs

 

Book Your Assessment

Find out if you qualify for Microsoft funding and rebates! 


Why Bulletproof Assessments?

Recommendations are tied to risk, impact, and business outcomes.

We identify licensed, configured, and underused capabilities before recommending new spend.

Get practical next steps, remediation priorities, ownership guidance, and a business-aligned plan.

Use the assessment to inform modernization, security, AI readiness, governance, and long-term optimization.

Eligible organizations may access Microsoft funding, Frontier-aligned initiatives, or Growth Rebates.

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Built For Outcome-Driven IT Leaders

Bulletproof's assessments are built for outcome-driven leaders (CIO, CISO, IT Director) who must justify and sequence security spend and translate technical risk into business terms. Every engagement produces the same three things: an executive risk story, a technical findings register, and a risk-rated roadmap you can fund, defend, and act on with a clear path to remediation and managed services if you choose to take it.

The Bulletproof Approach


Find the Right Bulletproof Assessment for Your Biggest Challenge

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We Want AI, But Don't Know If We're Ready

Microsoft 365 Copilot Assessment: If your AI ambitions are moving faster than your governance, data protection, and security controls, this assessment helps you build a secure foundation for Copilot adoption. Identify and address oversharing, unlabeled data, and data protection gaps before deploying Copilot and AI agents.

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We're Not Confident Our Security Controls Are Working

Threat Protection Assessment: Identity is the primary target for modern attackers, yet many organizations struggle with inconsistent MFA, excessive privileged access, and underutilized security tools. This assessment evaluates your Microsoft security posture and identifies the most critical opportunities to reduce risk.

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We're Worried Sensitive Data Is Exposed

Data Security Assessment: If sensitive data is scattered, unclassified, or slipping into public AI tools, you need visibility and working controls — sensitivity labels, DLP, insider-risk monitoring, and Shadow AI discovery. An average of 55% of enterprise data is dark: untagged, unanalyzed, and completely unknown, and 81% of security decision-makers are concerned about sensitive data leaking through generative AI tools.

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Our IT Environment Is Too Complex

Enterprise Architecture Assessment:  If knowledge sits in people's heads and leadership is asking for a plan, you need a vendor-neutral, estate-wide baseline across compute, storage, network, identity, cloud, and backup/DR benchmarked against Zero Trust, NIST, and the rules that apply to the client, such as FERPA, HIPAA, PCI-DSS, and SOX.

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We're Not Confident Our Cloud Is Secure

Cloud Security Assessment: If workloads, subscriptions, and permissions are multiplying faster than the guardrails around them, you need a cloud posture review - workload coverage, misconfigurations, exposed services, and a secure target architecture.

Why Bulletproof

For 25+ years, organizations across North America have trusted Bulletproof to move their IT, security, compliance, and AI initiatives forward with confidence. As a Microsoft-first partner with certified experts across Microsoft Defender XDR, Sentinel, Purview, Entra, M365, Azure, and Copilot, we turn your Microsoft investment into measurable outcomes.

 

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