Webinar

Your Security Program Has a Blind Spot. Your Insurer Doesn't.

Join three industry practitioners for a 45-minute deep dive into the collision of cybersecurity, insurance, and the risk most mid-market companies can’t see.

June 9, 2026 | 12:00 p.m. ET / 9 a.m. PT | Live Q&A

Your cyber insurance renewal used to be paperwork. Carriers don’t work that way anymore. They’re scanning your environment, comparing what they find to known attack vectors, and pricing your policy based on what they see. If your controls exist on paper but fail under testing, or if you’ve got assets on your network you haven’t accounted for, that shows up at renewal.

Most mid-market companies are feeling this but handling it in pieces. Security buys tools. Compliance fills out the questionnaire. Finance writes the check. Those teams don’t compare notes, which means nobody inside the organization can connect what’s on the network to whether the controls hold up to what the underwriter sees. That gap has a cost, and it’s usually invisible until the premium spikes or a claim gets denied.

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Meet the Speakers

Patrick Hayes, CXO at Third Wave Innovations

Patrick Hayes

CXO at Third Wave Innovations, and author of Can We Insure This?: The CFO’s Guide to Cybersecurity. Patrick sits on the managed cyber risk side, providing the playbook CFOs are now demanding.

Devin Jones, CPTO at Cadents

Devin Jones

CPTO at Cadents, focused on internal attack surface visibility. Devin helps teams align their security budgets with insurance requirements.

Daniel King, CEO & Founder at StartSecured

Daniel King

The CEO and Founder of StartSecured, Daniel is a penetration testing expert who finds what's broken before the carrier's scan does.

Julie Case, CEO and Founder of Cadents

Julie Case

Julie, moderator and the CEO & Founder of Cadents, leads the strategic vision at Cadents, helping organizations navigate the complex intersection of cybersecurity and business liability.

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You’ll walk away understanding:

  • Why carriers are scanning environments instead of trusting questionnaires, and what they’re looking for
  • What “total cost of risk ownership” means when you add the premium to the liability you carry because your internal teams aren’t connected
  • How to tie what’s on your network to whether your controls hold up to what your underwriter sees
  • Why this is becoming a CFO and board conversation, not just a CISO problem
  • Where AI and agentic systems fit into underwriting (carriers are already asking, and most companies don’t have an answer)
A direct conversation, not a slide deck or a product demo.

Who Should Attend

CISOs, Security Leaders, CFOs, Risk Managers, and Compliance Teams at mid-market companies.

Can We Insure This?: The CFO’s Guide to Cybersecurity

Bonus: Every attendee will receive a copy of Patrick Hayes' book, Can We Insure This?