Live Cyber Insurance Readiness Workshop
A Practical Cyber Insurance Readiness Workshop
Cyber insurance applications ask deceptively simple questions about cybersecurity controls. The problem is that the answers can affect underwriting, pricing, coverage and what happens when a claim is eventually made.
In this live three-hour Workshop, you'll learn what insurers are actually asking, determine whether your answers can be supported with evidence, and identify the gaps that matter before your next application or renewal.
$499 per participant · 3 hours live · Cyber Insurance Readiness Toolkit · Workshop Completion Certificate · Complimentary book
What you'll leave with
The Workshop is designed to turn cyber insurance readiness from a questionnaire exercise into something you can use.
Over three hours, you'll examine what insurers are really asking, test whether your organization's answers can be verified, build the evidence behind material representations, and identify the gaps that deserve attention before your next application or renewal.
01
See what insurers are trying to learn about your organization and why particular controls affect underwriting.
02
Move beyond Yes or No and determine the real answer, who can verify it, and what evidence supports it.
03
Identify Partial, Unknown and unsupported answers before they become underwriting or claim problems.
04
Turn what you find into a practical 90-day readiness action plan.
Why this matters
Cyber insurance applications may look like questionnaires, but the answers an organization provides can influence underwriting, pricing, coverage and what happens when a claim is eventually made.
The challenge is that organizations often answer based on what they believe is happening rather than what they can actually demonstrate.
The goal is not to get every answer to “yes.”
It is to understand what the insurer is actually asking, determine your organization's real answer, identify who can verify it, and know what evidence supports the representation being made.
Can you prove the answers you're giving your insurer?
That is the question at the center of this Workshop.
The experience
This is an instructor-led working session, not three hours of slides. Patrick introduces the concepts, then participants apply them to a realistic cyber insurance application and the conditions inside an organization.
Application traceability
A cyber insurance answer should not begin and end with a checkbox. Material answers should connect what the insurer is asking to the actual control, the people responsible for it, the evidence showing how it operates, and the representation ultimately made on the application.
When that chain breaks, the organization may be making representations it cannot confidently support.
This is a working session
Exercise 1
Participants work through a realistic cyber event and trace how it moves from a security event into operational disruption and financial consequences.
Outcome
A clearer understanding of what the organization is actually trying to insure.
Exercise 2
Participants work through a sample cyber insurance application and distinguish between Yes, No, Partial and Unknown answers while identifying appropriate supporting evidence.
Outcome
An underwriting evidence file built around supportable answers.
Exercise 3
Participants evaluate the organization across five dimensions: Understand, Verify, Control, Recover and Finance.
Outcome
The three highest-priority actions to address before the next cyber insurance renewal.
This is not an underwriting opinion, insurance recommendation, formal cybersecurity assessment or guarantee of coverage. It is a structured way to understand the questions, verify the organization's answers and identify where readiness should improve.
Who it's for
The Workshop is designed for people whose decisions, systems or advice influence cyber insurance readiness and the organization's ability to recover from a serious cyber event.
You do not need to be a cybersecurity expert to participate.
Your registration
Can We Insure This? is a practical cyber insurance readiness system, delivered through a three-hour instructor-led Workshop. You learn what insurers are actually asking, check the representations you make during underwriting, find gaps before they become renewal or claim problems, and test whether the business could actually recover when controls fail.
$499 per participant
A live working session built around a realistic sample application and fictional workshop scenarios.
A physical copy of Can We Insure This?, Second Edition, with each paid registration.
Shipping is included for supported destinations.
Blank, downloadable worksheets and templates you complete inside your own organization's approved systems.
Access to this Workshop's resources in the Academy. It does not include an Academy membership or Academy courses.
Issued when your instructor confirms your participation. It is not a professional certification or proof that an organization is insurable.
Upcoming live workshops
Do not upload completed underwriting evidence or organizational security information to the Integrated Assurance Academy. Maintain completed records within your organization's approved systems.
Leave your details and you'll be told when the next public dates are announced. No account is needed.
For organizations
A Private Can We Insure This? Workshop gives business, finance, technology, security and risk teams a shared environment to work through the organization's cyber insurance readiness together.
The Workshop can use the organization's own environment, controls and insurance questions as context while maintaining the instructional structure of the public Workshop.
Your instructor
Patrick Hayes has spent more than three decades working across cybersecurity, enterprise architecture, operations, governance and risk.
His work focuses on business survivability: whether an organization can withstand the disruptions its decisions expose it to. Cyber insurance readiness sits squarely in that space, where security controls, recovery capability, evidence and financial exposure meet.
He is the author of Integrated Assurance: Unified Risk Strategy and Relevant Impact: A Field Guide to Integrated Assurance, and teaches through the Integrated Assurance Academy, executive workshops and keynote presentations.
About Patrick →Questions
No pre-work is required. Participants are guided through the application, worksheets and exercises during the live session.
No. The Workshop is designed for business, financial, technology, security, risk and insurance professionals. You do not need to be a cybersecurity expert to participate.
No. The Workshop explains what insurers are asking and why, then guides participants through a sample application.
No. It is not an underwriting opinion, insurance recommendation, formal cybersecurity assessment or guarantee of coverage. It is a structured learning exercise.
Participants keep access to this Workshop's resources in the Academy, including the blank Cyber Insurance Readiness Toolkit. Completed worksheets stay inside your own organization's approved systems; nothing about your organization is entered into or stored in the Academy. Your Workshop Completion Certificate is issued when your instructor confirms your participation.
Yes. Paid public registration includes one complimentary physical copy of Can We Insure This?, with shipping to supported destinations.
No. This Workshop does not include Integrated Assurance Academy membership or additional Academy course access.
Yes. Private Workshops are available for organizations that want business, finance, technology, security and risk teams to work through cyber insurance readiness together.
Registration terms are set out in the Cancellation & Refund Policy.
Spend three hours looking beyond the questionnaire.
Understand what the insurer is asking.
Know what your organization can actually prove.
Find the gaps before they matter.