Cyber Insurance in 2025: Why Unsupported Systems Could Jeopardize Your Renewal
Are you confident your business is going to pass its cyber insurance renewal this fall? If you’re still running Windows 10 or haven’t updated your cybersecurity measures lately, you could be in for a rather unpleasant surprise.
The cyber insurance landscape has changed dramatically in 2025. Insurers are now asking for proof of proactive cybersecurity; promises about antivirus software are no longer enough. For businesses in Hauppauge, staying ahead with comprehensive cybersecurity services can make the difference between clinching a policy renewal and devastating coverage denial.
What Do Cyber Insurance Companies Require in 2025?
August is your final warning before the storm hits. Most cyber insurance policies come up for renewal in Q4, and underwriters are already preparing their risk assessments. What’s different this year? For starters, they’re not just looking at your claims history anymore.
After paying billions of dollars in ransomware claims, insurers want proof you’re actively preventing attacks. Companies in Hauppauge that wait until September often find themselves scrambling at the last minute – or even worse, facing non-renewal notices when it’s too late to shop around.
What Does “Proactive Cybersecurity” Actually Mean to Insurers?
In 2025, cyber insurance providers expect businesses to show documented proof of key security controls.
These include:
- Multi-Factor Authentication (MFA) on all business accounts
- Endpoint Detection and Response (EDR) systems
- Verified backup systems with documented testing
- Employee cybersecurity training with certificates
- Regular security assessments and vulnerability management
- Tested incident response plans
If you don’t have documentation proving that these systems work, you’re practically guaranteed to face denied cyber insurance claims.
Is Windows 10 End-of-Life Really That Big of a Deal?
Can Hauppauge Businesses Still Get Cyber Insurance if They Use Windows 10?
After October 14, Windows 10 will no longer receive security updates. Many Hauppauge businesses don’t realize this violates most cyber insurance agreements. Insurers may deny claims or increase premiums if unsupported systems are found during an audit.
Here’s the question a lot of business owners are asking themselves right now: “Will my cyber insurance cover me if we get breached while running Windows 10 after October 14?”
The answer is increasingly “no.”
October 14 marks Windows 10’s end-of-life date. After that, Microsoft will stop providing security updates. From an insurer’s perspective, running unsupported operating systems is like leaving your door unlocked and expecting to get theft coverage.
We’ve already seen businesses face:
- Premium increases of 50% or more
- Policy non-renewals with a 30-day notice
- Denied claims due to “known vulnerabilities”
Why Most SMBs Won’t Pass a Modern Risk Audit
When was the last time you conducted a formal cybersecurity risk assessment? Most small businesses can’t even answer that question… and that’s precisely the problem.
Modern risk audits look at everything from your firewall configurations to employee password habits. They make sure backup systems actually work; just having them won’t cut it. Businesses without professional cybersecurity management often find they have gaps that give insurers legal grounds to deny coverage.
How the Right MSP Partnership Changes Everything
A qualified managed service provider doesn’t just fix technology; they document your compliance and build defense strategies to protect you. What can you expect with proper MSP support?
- Comprehensive documentation for insurance applications
- Proactive risk mitigation that addresses vulnerabilities before they lead to claims
- Strategic planning for transitions like Windows 10 migration
- 24/7 monitoring ensures your systems are always protected
For businesses in Hauppauge, working with an experienced MSP can make a world of difference.
Don’t Wait Until Your Cyber Insurance Renewal Notice Arrives
Need a fast way to validate your risk level?
Our Cybersecurity Readiness Assessment gives you a detailed report of where you stand—and what could block your next renewal.
Book your Complimentary Assessment Now
Businesses that thrive act before they have to. August preparation can prevent October panic.
If you’re asking, “Are we actually covered, or just hoping?”, it’s time to get answers. The cost of discovery now is nothing compared to dealing with a denied claim later.
Ready to secure your cyber insurance renewal? Book a Priority Discovery Call to get ahead of the renewal crunch and ensure your business meets 2025’s stricter requirements.
Want to evaluate your coverage? Download our complimentary Cyber Insurance Toolkit, including a helpful policy comparison guide and smart questions for your broker.
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