Half Of Security Leaders Knowingly Leave Critical Flaws Open. Insurers Ask About That.

Cyber Insurance News report on unpatched vulnerabilities showing a laptop with a list of warning alerts on a desk in a bright office

Fifty-four percent of security leaders admit leaving high- or critical-severity flaws unpatched at least sometimes, a Chainguard survey finds. At companies with $1 billion or more in revenue, it is 66%. Cyber insurers already write unpatched vulnerabilities into their policies. Most security leaders expect attackers to get in through a software flaw this year. Many … Read more

The MFA Box Is Ticked. Attackers Walk Through It Anyway.

Cyber Insurance News report on MFA phishing showing a laptop video call with a silhouetted caller and a phone displaying an approval check mark

Attackers are getting past multi-factor authentication by having employees complete it for them, Ontinue’s first-half threat report shows. Device-code phishing and fake IT support calls on Microsoft Teams both work this way. For underwriters, a yes on the MFA question now says less. The victim signs in on Microsoft’s real page. They pass multi-factor authentication … Read more

A Pen Test Is A Snapshot. Annual Underwriting Is A Snapshot Of That Snapshot.

Cyber Insurance News conversation on continuous penetration testing showing an instant photo of a closed door held in front of the same door now standing open

Attackers now often exploit a flaw before a patch exists. In a conversation with Cyber Insurance News, Revelion’s Mitchell Spicer said annual penetration tests can’t keep pace. Neither can the underwriting built on them. His company sells continuous penetration testing. “An annual pen test is a snapshot, and annual underwriting is a snapshot of that … Read more

A Carrier Built The Thing Vendors Have Been Selling

Scattered cyan points of light on a dark field with one dense cluster glowing red, illustrating portfolio accumulation visible in digital cyber underwriting. Cyber Insurance News Branding

Since March, this publication has covered at least six proposals to wire continuous monitoring into cyber underwriting. Sophos and Spektrum Labs. Jessica Newman on the podcast. Marsh and Resilience. CyberCube. Silent Push. Black Kite. All vendors pitching to carriers. Mosaic Insurance launched HALO on 17 September. It is a carrier that built the thing itself, … Read more

RAND Read The Filings. Most Carriers Are Silent On AI Losses, And That Is The Problem.

Wireframe umbrella seen from beneath with one panel missing, illustrating AI insurance coverage gaps where carriers remain silent. With cyber insurance news branding

Mind the AI insurance coverage gaps. A vendor report says carriers are confused about AI. A RAND Corporation report says carriers are diverging, and names the consequences of each path. Sasha Romanosky and Celine Robinson spent the better part of 2026 reading actual SERFF filings, AI incident databases, federal lawsuit records, and enacted state laws. … Read more

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