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September 9, 2025
How to Conduct a Cybersecurity Risk Assessment
A cybersecurity risk assessment is your first step to strengthening security posture. Here’s how to take it, whether you’re a startup or an enterprise.

5.33 vulnerabilities are discovered in real-world business environments every minute, per Astra. And unfortunately, small businesses aren't immune.

Your best chance of mitigating this type of risk is a holistic cybersecurity risk assessment, which lays the foundation for systematic identification, analysis, and prioritization of all security threats facing your organization's operations.

Considering taking the next step? While simple, a cybersecurity risk assessment makes the difference between proactive protection and reactive crisis management, and there's no better time to start implementing a cybersecurity risk assessment than the present. Small businesses now account for 43% of all cyberattacks annually, with incidents costing SMBs between $826 and $653,587 on average. Despite this, it's estimated that only 20% of small businesses perform regular cybersecurity risk assessments, leaving most organizations operating blind to their true risk exposure.

Eventually, the question becomes: How much longer is it acceptable to risk business continuity? Is it time to dig deep into your security posture and strengthen it from its core with a cybersecurity assessment?

(We sure think it is).

Read on to learn how to conduct your own, and how to start using your cybersecurity risk assessment to manage your risks. 

Pre-Assessment Preparation: Setting Up Your Cybersecurity Risk Assessment for Success

A successful cybersecurity risk assessment doesn't start with a vulnerability scan. It starts with alignment and preparation to make it as strong as possible. Consider these steps for success as you assemble yours. 

  • Define your scope and objectives. As with any project, your first decision shapes everything that follows. This becomes critically important if you're currently working with limited resources. In such cases, we recommend prioritizing protection for business-critical assets and any assets that are associated with compliance requirements, like customer databases, proprietary software, and payment processing systems. This way, you get the highest and fastest possible security ROI from Day 1. 
  • Assemble your assessment team. We recommend that you include legal and compliance teams who understand regulatory requirements, HR representatives familiar with employee access patterns, and key business unit leaders from the start, as they provide unique perspectives that make your strategy more holistic. 
  • Inventory your digital ecosystem. Your inventory should include network architecture, cloud services, third-party integrations, mobile devices, and data flows between systems, as well as any connections and integrations within. Think APIs, integration pathways, or vendor access points. 
  • Be realistic with the timeline. Leave plenty of time for stakeholder interviews, system testing, and thorough documentation review.

The Five-Phase Cybersecurity Assessment Framework 

Our helpful five-phase framework ensures that nothing slips through the cracks as you work to establish your cybersecurity assessment workflow. 

Phase 1: Asset Identification and Classification (Week 1)

Start cataloging everything that connects to your network or handles sensitive information, and go deep. Include your servers, databases, and any data repositories you have, as well as cloud services or anything connective, like your office printers. 

Once you've got your list, move into the classification stage. You can do this easily by asking yourself: What would cause immediate business disruption if compromised? As you go, you may find that you tend to classify each asset into one of three main disruption categories: Catastrophic, Inconvenient/Moderate, and Minimal. 

Once you've done these two steps, you've successfully established protection priorities and laid the groundwork for more efficient resource allocation.  

Phase 2: Threat and Vulnerability Analysis (Week 1-2)

Here, you'll focus your threat analysis on attack vectors specific to your industry and security stack. In doing so, you might conduct vulnerability scans on network infrastructure. And you should, as a first step, however, you should also go even deeper. Consider reviewing access controls across all systems and evaluating third-party vendor risks for any possible area of exploitation.

If you're looking for a place to start, consider prioritizing OWASP's Top 10 Vulnerabilities, starting with Broken Access Control, which now tops the list and affects 94% of tested applications. 

Phase 3: Control Assessment and Gap Analysis (Week 2-3)

Once you've moved through the first two phases, it's time to take on phase three: reviewing existing security controls against identified risks and compliance requirements for gaps and risk mitigation. Our tip? Document three categories: what's working, what's missing, and what needs improvement. Often, organizations discover they have solid technical controls but glaring gaps in often-overlooked areas.

Phase 4: Remediation Planning and Documentation (Week 4-5)

It can be complex, or it can be simple; so long as your end result is a comprehensive remediation plan that's specific, prioritized, and well-planned. Remember, as you do this, that not everything needs to be fixed immediately. Some vulnerabilities can be managed through compensating controls while you work on fundamental architectural changes.

Common Assessment Pitfalls and How to Avoid Them

Even the best of efforts can miss the mark. Here are some of the most common cybersecurity assessment pitfalls we see (and how you can avoid them). 

  • Treating cybersecurity risk assessments as one-time initiatives. Don’t conduct an assessment once and file it away. Instead, use it as a tool to initiate a culture of cybersecurity awareness across your organization. Make it a team effort. Update it quarterly with new vulnerabilities, business changes, and emerging threat intelligence. The more hands and eyes on it, the better.
  • Leveraging your cybersecurity assessment as a technical control only. Many organizations over-emphasize network security while ignoring human factors. Instead, consider all elements of the office environment in your strategy, including training programs, access management, and incident response procedures as they relate to the “human side.” 
  • Getting stuck in “analysis paralysis.” Don't let perfect become the enemy of good. Start with a baseline assessment and refine your process over time. A completed assessment that addresses 80% of your risks is infinitely more valuable than a perfect assessment that never gets finished.

Takeaway

Cybersecurity risk assessments are your roadmap to sustainable business protection. What stops most businesses from using them is sheer overwhelm and a lack of resources.

That's why our experts came up with this four-phase framework, transforming an overwhelming concept into a manageable, systematic process that strengthens your security posture while supporting your business's scalability.

The best part? Companies of all levels of growth can take our framework and run with it, because the fundamentals of cybersecurity risk assessments remain the same: know your assets, understand your risks, and prioritize your response based on real business impact.

Guardare's AI-powered platform provides real-time visibility into how your security decisions align with compliance requirements and best practices, using agentic AI to automatically compile and prioritize your next right security steps based on current threats.

Request a demo today, and discover how Guardare transforms cybersecurity risk assessment and mitigation steps for businesses like yours. 

AUTHOR
Michael DeLeo

Michael DeLeo is a technical communications specialist with a decade of professional technology experience. He believes the only thing that can bridge the gap between software providers and users is quality communication. This means from the ground level, we build relationships and show that we can be trusted to walk administrators and end-users through the trials of new systems while proving that the systems are positioned to be a key driver in an organization's success.

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