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Cork Cyber Insurance Policy Analyzer Empowers MSPs to Simplify SMB Cybersecurity

Posted on April 22, 2025April 22, 2025 By Martin Hinton
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).

Orange and black Cork Protection logo used in an article discussing the Cork Cyber Insurance Policy Analyzer and its role in enhancing SMB cybersecurity.
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.

Cork CEO Dan Candee smiling in a suit and glasses standing in front of a graffiti wall, with a CORK™ logo and slogan 'Protection from the Inside Out™' displayed prominently at the bottom. Used in article about the Cork cyber insurance policy analyzer.
Cork CEO Dan Candee

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.

Other News: MSPs Struggle With Cybersecurity Solutions, Guardz Survey Finds(Opens in a new browser tab)

Martin Hinton

Martin Hinton is the Executive Editor and Publisher of Cyber Insurance News and Information. With over three decades of journalism experience across six continents, his work encompasses investigative reporting, documentaries, and coverage of cultural, political, and business news. To learn more about his career, click on his name to visit his LinkedIn page.

Cyber Insurance, Cyber Insurance for SMEs/SMBs, Cybersecurity, Cybersecurity for SMBs, Managed Service Providers, Small Business Tags:AI in Cybersecurity, Cork cyber insurance policy analyzer, Cork Protection, cyber insurance, Cyber Insurance for SMBs, Cyber Risk Management, Cybersecurity, cybersecurity solutions, insurance policy analyzer, MSP tools, SMB cybersecurity, zero-deductible cyber warranty

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In this clip from our latest podcast episode, Dan Candee, CEO of Cork Protection, dives into a critical topic that hits close to home: Cybersecurity for Main Street businesses.

🛡️ With a background in enterprise-level cybersecurity on Wall Street and a personal connection to small business through his family, Dan shares why Cork focuses on protecting small and mid-sized businesses from rising cyber threats.

🚨 "The threat actors are getting better, and they're coming after Main Street more and more."

👉 Discover why Main Street is being underserved in today's digital threat landscape and how Cork is filling that gap with a unique value proposition.

🔗 Learn more about Cork: corkinc.com
🎧 Full Podcast Episode: www.youtube.com/@CyberInsuranceNews/podcasts

📣 Don't forget to LIKE, SUBSCRIBE, and hit the 🔔 notification bell so you never miss a powerful conversation.

#Cybersecurity #SmallBusiness #MainStreet #DanCandee #CorkProtection #TechForGood #SMBs #PodcastClip #CyberThreats #BusinessSecurity
Cybersecurity for Main Street: Dan Candee on Protecting Small Businesses | CEO of Cork Protection
SMB Cyber Threats - In this episode of the Cyber Insurance News Podcast, host Martin Hinton talks with Dan Candee, CEO of Cork Protection, about the rising tide of cyber threats targeting small and mid-sized businesses (SMBs). Dan shares his journey from Main Street entrepreneur to cybersecurity leader, offering real-world insight into the threat landscape, financial vulnerabilities, and how AI and managed service providers (MSPs) can help fortify business resilience.

We explore:
• Why Main Street is more vulnerable than Wall Street
• Common SMB cybersecurity blind spots (like ACH fraud)
• The evolving role of managed service providers
• How Cork Protection blends cybersecurity and cyber insurance
• Real-world attack case studies and practical advice for SMBs

Whether you’re a small business owner, MSP, or cyber pro, this episode unpacks how to prepare, prevent, and protect your organization in today’s digital world.

📌 Topics: cybersecurity, cyber insurance, social engineering, SMB protection, ransomware, AI in security, MSPs

🎙 Guest: Dan Candee, CEO of Cork Protection
📢 Host: Martin Hinton, Executive Editor, Cyber Insurance News

👉 Don’t forget to like, comment, and subscribe for more insights on cyber insurance and digital defense!

#CyberSecurity #CyberInsurance #SMB #AI #CyberPodcast #BusinessResilience #smallbusiness #sme
00:00 Introduction - Dan Candee and Cork Protection
02:27 The Importance of Cybersecurity for Small Businesses
05:29 Understanding Cyber Threats and Their Impact
08:26 The Role of Managed Service Providers in Cybersecurity
11:24 24Financial Protection and Cyber Insurance Solutions
14:01 Leveraging AI in Cybersecurity
16:53 Navigating Cyber Insurance Policies
19:56 Empowering Small Businesses with Knowledge
21:52 The Future of Cybersecurity and Community Resilience
26:05 MSP/ MSSP The Lingo decoded
29:05 Finals Thoughts and a bit of Hope!
SMBs Are Cyber Targets | Dan Candee on Cyber Resilience & AI | Cyber Insurance News Podcast EP#6
Cyberattack on Small Business is on the rise—and AI is making it worse. In this episode of the Cyber Insurance News Podcast, host Martin Hinton sits down with William Altman of CyberCube to unpack how AI is enabling threat actors to more efficiently target and exploit small businesses.

🔐 From credential stuffing to brute force attacks, William explains how cybercriminals use AI to bypass login portals and MFA solutions—putting millions of small business owners at risk.

🎙️ Timestamps:
0:00 - Introduction
6:26 - William Altman on AI and threat actors
6:50 - Credential stuffing, brute force & reused credentials
10:00 - What small businesses can do right now
14:20 - The future of AI in cybercrime

🎧 Don’t miss this crucial update on the cybersecurity landscape for small businesses. Subscribe and stay informed.

#cyberattack #smallbusiness #AI #cybersecurity #CyberCube
Cyberattack on Small Business: How AI Supercharges Cyber Threats | William Altman @CyberCube"
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