1:03:28

In this informal livestream, host Speaker A brings together Wes Spencer (Empath) and Andy Runyan (MSP Partner Success Manager) to dissect the rapidly changing landscape of cyber‑insurance application forms, using a recent Coalition questionnaire as a case study. The discussion begins with light banter before moving into why carriers favor binary yes/no questions, the disconnect between underwriters’ need for absolutes and practitioners’ nuanced realities, and how carriers are beginning to add free‑text fields (now 18 versus 11 last year) to capture more detail. Wes explains that carriers lack deep technical insight, leading to poorly worded questions (e.g., about endpoint management tools like Kaseya) and a reliance on control effectiveness data that they currently don’t have. Andy adds perspective from the insurance side, noting the evolution from blunt checkboxes to more granular queries, the emergence of sub‑limits, and the role of agents whose incentives can prevent premium discounts despite improved security. The panel explores product‑specific inquiries (EDR, MFA, password‑less solutions), the potential for premium reductions tied to controls, and the need for standardized terminology across the industry. They also discuss the importance of MSPs actively guiding clients through applications, charging for that service, and avoiding liability by not misrepresenting client controls. The conversation touches on frameworks such as CIS Controls, the CompTIA Trustmark, and the idea of automated underwriting via real‑time data APIs. Finally, they address carrier appetite differences, the impact of company size and industry on coverage, and best practices for renewing and scaling cyber policies as businesses grow.

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