By Ryan Windt | Head of Growth Marketing | Updated April 2026 Most businesses that buy cyber insurance never read the policy. They review the quote, approve the premium, and file the documents somewhere they will not look at again until something goes wrong. That is exactly when the language in those documents starts to […]

By Ryan Windt | Head of Growth Marketing | Updated April 2026 Most businesses that go through the cyber insurance application process come out the other side with multiple quotes and no clear way to evaluate them. The premiums are different. The carrier names are unfamiliar. The policy documents are dense, inconsistently formatted, and full […]

By Ryan Windt | Head of Growth Marketing | Updated April 2026 If you have spent any time shopping for cyber insurance, you have probably noticed that the carrier names on quotes are not the household names you see on your auto or homeowners policy. The cyber insurance market is dominated by a group of […]

By Ryan Windt | Head of Growth Marketing | Updated April 2026 A data breach does not end when the forensic investigation closes. For most businesses, the regulatory phase is where the real financial exposure begins. State attorneys general, federal agencies, and international regulators can all initiate enforcement actions following a breach, and the fines […]

By Ryan Windt | Head of Growth Marketing | Updated April 2026 Supply chain attacks have become one of the defining cyber threats of the last several years. SolarWinds. Kaseya. MOVEit. Change Healthcare. In each case, attackers did not breach their ultimate targets directly. They compromised a vendor, a software provider, or a shared service […]

By Ryan Windt | Head of Growth Marketing | Updated April 2026 Most businesses that need cyber insurance do not know how to get it. They know they should have it. A client contract may require it, or a broker mentioned it at renewal, or they read about a ransomware attack that cost a company […]

By Ryan Windt | Head of Growth Marketing | Updated April 2026 On October 20, 2025, a DNS failure in AWS’s US-EAST-1 region cascaded across more than 140 services. Slack went down. Atlassian products went down. Banks, airlines, and government services were disrupted across multiple countries. The outage lasted roughly 15 hours. Three weeks later, […]

By Ryan Windt | Head of Growth Marketing | Updated April 2026 Cyber insurance is a type of business insurance that covers the financial costs of a cyber incident. That includes the direct costs your business incurs responding to an attack, and the liability costs that arise when a breach affects your customers, clients, or […]

By Ryan Windt | Head of Growth Marketing | Updated April 2026 Most businesses spend a lot of time thinking about what cyber insurance costs. They spend almost no time thinking about whether the limit they bought is the right one. Those are two different questions, and confusing them is one of the most common […]

By Ryan Windt | Head of Growth Marketing | Updated April 2026 Most businesses shopping for cyber insurance spend the majority of their time focused on the limit. How much coverage do I have? Is $1 million enough? Should I go to $2 million? Those are legitimate questions. But there is a second number in […]

By Ryan Windt | Head of Growth Marketing | Updated April 2026 Most businesses spend a lot of time thinking about their cyber insurance limits. How much coverage do they need? What does the deductible look like? Is the premium reasonable? Almost nobody thinks about the retroactive date until a claim gets denied because of […]

By Ryan Windt | Head of Growth Marketing | Updated April 2026 You bought a $1 million cyber insurance policy. You had a $400,000 ransomware incident. You filed a claim expecting full reimbursement. Your insurer paid $250,000. Nothing went wrong with your claim. You did not misrepresent anything on your application. Your policy did not […]

By Ryan Windt | Head of Growth Marketing | Updated April 2026 When businesses shop for cyber insurance, most of the conversation focuses on one question: how much coverage do I need? That is the wrong first question. The more important question is: what kind of coverage am I actually buying? Cyber insurance policies are […]

By Kyle Sawdey | Chief Revenue Officer & EVP of Underwriting | Updated April 2026 The conflict with Iran has been a reminder for businesses across the United States of the potential cyber risk threats. Over the past several weeks, I posted on LinkedIn about the uptick in questions I’ve been fielding from policyholders, brokers, […]

By Ryan Windt | Head of Growth Marketing | Updated April 2026 Most businesses treat a cyber insurance application the way they treat a software end-user license agreement. Scroll through it, check the boxes, and move on. It is a form. It will get approved. The policy will show up in email. That approach works […]

Executive Summary Artificial intelligence is pushing the economy toward a new kind of abundance. The cost of generating software, analysis, media, and decision support is falling fast. But that does not mean risk is disappearing. It means risk is changing and soon, ai risk will be everywhere. In a scarcity-based economy, insurance was built to […]