Cybersecurity Tops the List of SMB Concerns in 2024
When it comes to small businesses, the biggest threat might not be the competition, it may well be the clicks they didn’t see coming. According to the 2024 (Q1) MetLife and U.S. Chamber of Commerce Small Business Index, cybersecurity ranks as the top concern for small businesses nationwide, with 60% of small businesses highlighting it as their most pressing issue. Another report proves this is a warranted worry. That research found that data breaches cost small businesses between $120,000 and $1.24 million, a potentially devastating financial blow. SMB cybersecurity is a paramount issue.
Cork Launches AI-Powered Cyber Insurance Policy Analyzer
Responding to these critical cybersecurity concerns, Cork Protection has launched its Cyber Insurance Policy Analyzer. The AI-driven tool aims to streamline the complex process of evaluating cyber insurance policies, specifically helping managed service providers (MSPs) serve small and mid-sized businesses (SMBs).

Bridging the Insurance Knowledge Gap for MSPs
Cork CEO Dan Candee explained that MSPs often struggle to clarify whether their SMB clients have adequate insurance coverage. “MSPs often found it challenging to inform their SMB clients if they had sufficient coverage,” Candee said. He noted insurers frequently failed to communicate how painless claims would be, or wouldn’t be, until a crisis occurred. Cork’s Policy Analyzer seeks to resolve this ambiguity.
How the Policy Analyzer Works
Using Cork’s proprietary “agentic AI,” the tool rapidly scans dense policy documents. Within two minutes, it generates a clear, concise summary. This summary clarifies covered risks, identifies gaps, and details precisely where Cork’s zero-deductible cyber warranty could benefit clients. Candee described the resulting document as “client-ready,” designed explicitly for easy client comprehension. The Analyzer takes, “complex cyber insurance policies, condenses them into a one pager ready to be downloaded and handed to the end-customer,” he explained. The concise document includes an executive summary, coverage analysis, and recommended actions.

Candee highlighted the tool’s strategic value, noting its ability to elevate MSPs from mere technical providers to strategic partners. The Analyzer evaluates insurance coverage and offers risk scoring and actionable insights aligned with Cork’s AI-driven threat monitoring platform. “Cybersecurity isn’t just technical.” Candee said, “It’s also financial. The Policy Analyzer gives MSPs a faster, smarter way to evaluate policies and enhance the strategic advice they provide to clients.”
Elevating MSPs to Strategic Cybersecurity Advisors
Jason Makevich, Founder and CEO of Greenlight Cyber, supported this view. He described Cork’s Policy Analyzer as transformative for MSPs, enabling them to “upgrade” their advisory role from IT departments to boardrooms. “Getting a seat at the table has always been a challenge for MSPs,” Makevich noted. He added, “The best MSPs lead their clients through cyber risk management and Cork helps us deliver that.”
Candee emphasized Cork’s holistic approach, describing it as a virtual “CISO for SMBs.” The company integrates cybersecurity compliance validation with financial assurance, uniquely blending technical security with insurance solutions. Cork’s technology doesn’t merely protect perimeter defenses. It proactively examines internal systems and compliance vulnerabilities based on standards like NIST and CIS frameworks. This approach is supported by 74 API integrations covering most market solutions.
AI’s Evolving Role in the Cyber Insurance Ecosystem
On the broader role of AI in cyber insurance, Candee believes practical tools like Cork’s Analyzer could drive wider AI adoption in the insurance industry. They are guiding their AI, “to be a more autonomous partner,” Candee stated, “understanding goals, making independent decisions, and proactively personalizing.” He likened the experience to having a seasoned travel agent or a trusted concierge rather than navigating complex policies alone.
Cyber insurance and cybersecurity are critical but complicated aspects of business resilience. Tools that provide greater clarity and understanding, such as Cork’s Policy Analyzer, offer potentially significant value by helping SMBs better navigate these complexities.
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