By Ryan Windt | Head of Growth Marketing | Updated September 2026 A prior breach does not disqualify you from getting cyber insurance. But it does change the conversation with underwriters materially, and businesses that go into the application process without understanding how prior incidents are evaluated often end up surprised by what they receive, […]
Author: Ryan Windt
By Ryan Windt | Head of Growth Marketing | Updated September 2026 Cyber insurance underwriting has changed more in the last four years than in the previous decade. The checkbox questionnaire that most businesses filled out in 2019 and received a policy within 48 hours has been replaced by a process that involves evidence requests, […]
By Ryan Windt | Head of Growth Marketing | Updated June 2026 A data breach can cost a small business $50,000 to $200,000 before a single lawsuit is filed. That figure covers forensic investigation, legal review, breach notification to affected individuals, and regulatory exposure. For businesses in healthcare, financial services, or any industry holding significant […]
Understanding Your Cyber Policy: Coverage Sections, Exclusions, and What the Language Actually Means
By Ryan Windt | Head of Growth Marketing | Updated September 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. For related guidance, see how consent to settle works and why it […]
By Ryan Windt | Head of Growth Marketing | Updated September 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 June 2026 In February 2024, attackers affiliated with the ALPHV/BlackCat ransomware group accessed a single Citrix remote access portal at Change Healthcare. The portal had no multi-factor authentication. Nine days later, they deployed ransomware. What followed was the largest cyber event in U.S. healthcare history. […]
By Ryan Windt | Head of Growth Marketing | Updated September 2026 The short version: there is no single best cyber insurance carrier. The right one depends on your company size, industry, risk profile, and the coverage terms you need, and the strongest choice for a small technology firm is rarely the strongest for a hospital […]
By Ryan Windt | Head of Growth Marketing | Updated September 2026 E-commerce businesses occupy an unusual position in the cyber risk landscape. You may not think of yourself as a financial institution or a healthcare organization, but from a cybercriminal’s perspective you hold something equally valuable: a continuous stream of payment card data, customer […]
By Ryan Windt | Head of Growth Marketing | Updated September 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 privacy laws like BIPA, federal agencies, and international regulators can all initiate enforcement actions following a breach, and […]
By Ryan Windt | Head of Growth Marketing | Updated June 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 September 2026 Real estate transactions move large sums of money on tight timelines, with multiple parties exchanging wire instructions over email. That combination, speed, high dollar amounts, and email-dependent coordination, makes mortgage brokers and title companies one of the most targeted business categories in the […]
By Ryan Windt | Head of Growth Marketing | Updated September 2026 Credit unions sit at the intersection of two things cybercriminals love: member trust and financial data. You hold Social Security numbers, account details, loan records, and direct deposit information for tens of thousands of members. And unlike large banks, most credit unions operate […]
By Ryan Windt | Head of Growth Marketing | Updated May 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 May 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 September 2026 Fintech companies occupy one of the most complex underwriting positions in the entire cyber insurance market. They are technology companies, which means they carry professional liability exposure for platform failures and service errors. They are financial services companies, which means they handle sensitive […]
By Ryan Windt | Head of Growth Marketing | Updated September 2026 Cyber insurance (also called cyber liability insurance, cybersecurity insurance, or cyber risk 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 […]