
Cybersecurity Assessment Services
Identify vulnerabilities, close compliance gaps, and build a stronger security posture. Cyberleaf's compliance and security experts deliver the clarity you need to protect what matters most.
Serving enterprise, mid-market, and defense industrial base organizations across the U.S.
Trusted. Certified. Battle-tested.









Defense industrial base work requires CMMC, enterprise buyers demand SOC 2, and cyber insurers are pricing policies based on your alignment to NIST. The question isn't whether you can afford to invest in the right frameworks, it's whether you can afford to keep losing deals without them.
A cybersecurity assessment shows you where you stand against the frameworks your market demands, and builds the roadmap to get you there. It's not just a gap analysis. It's a strategic evaluation of your security posture that maps your current controls to the standards your buyers, partners, and regulators are already measuring you against.
Whether you're pursuing a contract that requires CMMC certification, closing an enterprise deal that hinges on SOC 2, or negotiating insurance terms that reward NIST alignment, the assessment is what turns compliance from an abstract goal into a concrete, funded plan with clear milestones.
Our Cybersecurity Assessment Services
Cyberleaf delivers a comprehensive portfolio of cybersecurity assessment services, from NIST CSF risk assessments to CMMC process development. Each engagement is led by veteran cybersecurity experts and tailored to your organization's industry, regulatory environment, and risk profile.
NIST CSF Risk Assessment
Measure your security program against the most widely adopted cybersecurity framework in the world. Our NIST CSF assessment evaluates your organization across all six core functions—Govern, Identify, Protect, Detect, Respond, and Recover—to establish a current-state profile, identify gaps, and create a target-state roadmap.
M&A Due Diligence
Cybersecurity risk doesn't show up on a balance sheet, but it can destroy the value of an acquisition overnight. Cyberleaf's M&A due diligence assessments give buyers, sellers, and investors a clear picture of a target organization's security posture, compliance standing, and hidden exposure before the deal closes. Whether you're a private equity firm evaluating a portfolio company or an enterprise acquiring a competitor, we help you quantify cyber risk as a deal variable, not a post-close surprise.
Managed Services After Certification
Certification is a milestone, not a finish line. Compliance frameworks like CMMC and SOC 2 require continuous adherence; the moment you stop maintaining your controls is the moment you start falling out of compliance. Cyberleaf's post-certification managed services keep your security program running at the standard you worked to achieve, so your next audit is just as clean as your first.
CMMC Readiness
Prepare for a successful CMMC certification with confidence. Cyberleaf's CMMC assessment evaluates your compliance with CMMC 2.0 and NIST 800-171 requirements, identifies gaps in your current program, and provides the process development support you need to protect Federal Contract Information (FCI) and Controlled Unclassified Information (CUI).
Technical Validation
An assessment tells you where your gaps are. Technical validation proves your controls actually work. Cyberleaf's technical validation services go beyond policy and documentation review to test the real-world effectiveness of your security controls, confirming that what's documented on paper holds up under scrutiny. This is the engagement that gives you the confidence to face an auditor, an insurer, or a customer security questionnaire and back up every answer with evidence.
Governance, Risk, & Compliance Assessment
Effectively manage governance structures, address risks, and ensure compliance with legal and regulatory requirements. Our GRC assessment evaluates your policies, procedures, and controls against the frameworks that matter most to your organization, whether that's SOC 2, CMMC, HIPAA, PCI DSS, ISO 27001, or a custom compliance program.
How the Cyberleaf Assessment Process Works
Cyberleaf follows a structured, repeatable methodology for every assessment engagement, designed to deliver actionable results on a clear timeline.

Step 01
Define
Define organizational requirements and targets. What does success mean?
Step 02
Measure
Measure the direct and indirect costs associated with existing cyber offering & desired future state.
Step 03
Analyze
Analyze the effectiveness of current cybersecurity offering. Compare to Industry trends and relative to operational maturity levels.
Step 04
Improve
Implement strategies to improve alignment of requirements and goals.
Step 05
Control
The Cyberleaf team benchmarks success and provides continuous improvement.

Experienced, U.S.-Based Analysts
Every assessment is led by seasoned cybersecurity professionals based in the United States. You'll work directly with the people evaluating your environment.
Framework-Agnostic Expertise
Whether your compliance obligations center on NIST CSF, CMMC, SOC 2, HIPAA, PCI DSS, or ISO 27001, Cyberleaf has the depth to assess against any framework and map findings across multiple standards simultaneously.
Actionable, Not Academic
Our deliverables are built for action. Every report includes risk-ranked findings, business context, and a clear remediation roadmap.
End-to-End Partnership
Assessment is the starting point, not the finish line. Cyberleaf offers advisory, technical, and managed cybersecurity services to help you implement recommendations and maintain compliance over time.
Industries We Serve
Cyberleaf delivers cybersecurity assessments to organizations across industries with unique risk and compliance profiles, including:
Defense Industrial Base
CMMC, NIST 800-171, ITAR
Financial Services
SOC 2, PCI DSS, FFIEC
Healthcare
HIPAA, HITECH
Technology & SaaS
SOC 2, ISO 27001
Private Equity Companies
Due diligence, baseline assessments
Government Contractors FedRAMP, FISMA
Frequently Asked Questions About Cybersecurity Assessments
What is a cybersecurity assessment?
A cybersecurity assessment is a structured evaluation of an organization's security posture, including its policies, procedures, technical controls, and infrastructure. The goal is to identify vulnerabilities, measure risk, evaluate compliance with relevant frameworks, and deliver prioritized recommendations for improvement.
How often should my organization conduct a cybersecurity assessment?
Most frameworks and best practices recommend conducting a cybersecurity assessment at least annually. However, organizations should also conduct assessments after significant changes to their environment (such as a cloud migration, merger, or major incident), when onboarding a new compliance requirement, or when required by a cyber insurance carrier.
What's the difference between a vulnerability assessment and a penetration test?
A vulnerability assessment identifies and catalogs known weaknesses across your systems and network using automated scanning tools and expert analysis. A penetration test goes further, simulating real-world attack scenarios to determine whether vulnerabilities can actually be exploited and what the business impact would be. Many organizations conduct both.
How long does a cybersecurity assessment take?
Timeline varies based on scope and complexity. A focused assessment such as a CMMC gap analysis or vulnerability scan may take two to four weeks. A comprehensive enterprise risk assessment or multi-framework compliance evaluation typically takes four to eight weeks from kickoff to final deliverable.
What deliverables will I receive after an assessment?
Every Cyberleaf assessment includes a detailed findings, observations, and recommendations report with risk-ranked vulnerabilities or gaps, an executive summary designed for leadership and board-level communication, and a remediation roadmap with prioritized recommendations. Depending on the engagement, you may also receive a System Security Plan, POA&M, compliance scorecards, or maturity profiles.
What frameworks does Cyberleaf assess against?
Cyberleaf assesses against all major cybersecurity and compliance frameworks, including NIST CSF 2.0, NIST 800-171, CMMC 2.0, SOC 2, HIPAA, PCI DSS, ISO 27001. We also support custom assessment frameworks tailored to your organization's specific requirements.
Do I need a cybersecurity assessment for cyber insurance?
Increasingly, yes. Cyber insurance carriers are requiring formal risk assessments, vulnerability scans, and evidence of security controls as part of the underwriting process. A Cyberleaf cybersecurity assessment can help you meet these requirements and potentially secure better coverage terms.
Can Cyberleaf help with remediation after the assessment?
Absolutely. Cyberleaf offers advisory, technical, and managed cybersecurity services designed to help you break down assessment failures to pinpoint their root causes and implement the recommendations. Many of our clients begin with an assessment engagement and transition to ongoing managed services for continuous compliance and monitoring.
