The Insurance Application That Functions as a Security Audit
Most business leaders treat cyber insurance as another checkbox on their risk management to-do list: apply, answer some questions, pay the premium, and move on.
But underwriters see your application differently. They're not just deciding whether to cover you - they’re stress-testing your entire security posture. Every question on that application maps directly to a known attack vector. Every requirement they impose reflects a lesson learned from thousands of breach claims.
When your application gets rejected, it's not bureaucracy. It's a wake-up call. The insurance industry is telling you something important: based on actuarial data from real-world breaches, your organization is too exposed to insure at any reasonable premium.
Here’s what that rejection actually means - and what you need to fix.
I started writing SSP’s (System Security Plans) well before the original Executive Order mandated deadline of December 31st 2017 and have since written at least 50 SSP’s for defense contractors of every imaginable type and size. There wasn’t a lot of guidance on how to do this at that time, other than to have a very thorough and complete understanding of the nearly 500-page NIST 800-53 framework.

Cyber insurance is a type of insurance that protects businesses from financial losses that can result from a cyberattack. While it’s an essential tool for businesses of all sizes, there are some facts you should be aware of before purchasing a policy.
As the world becomes more digitized and cybercrime increases, the need for cyber insurance is something businesses should not overlook. If your company handles, transmits or stores sensitive data, you need to know about cyber insurance.
When looking for cyber insurance for your small business, you may find it hard to navigate technology and insurance jargon. There are even different types of cyber coverage and you might not be sure what you need because you’re not a cybersecurity expert. Plus, once you do have coverage, there’s always the risk of not receiving a payout in the event of an incident if you didn’t meet your policy’s requirements.
As the world increasingly moves online, so do the risks to our businesses. Cyber insurance is one way to help your business recover following a cyberattack. It covers financial losses caused by events such as data breaches, cyber theft, ransomware, and more.