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CHECKLIST · RISK & INSURANCE

Cyber Insurance Readiness Checklist for Canadian SMBs

Cyber insurance is not a replacement for security. This checklist helps a Canadian SMB prepare for a more productive application or renewal conversation by organizing the controls, evidence and business information insurers commonly ask about.

◷ 6 MINUTESGENERAL SMB

Cyber insurance can help transfer part of the financial risk created by a cyber incident. It does not remove the operational risk, restore systems by itself or guarantee that every loss will be covered. Policy terms, exclusions, deductibles, sub-limits and security requirements vary, so coverage decisions must be made with a qualified broker or insurer.

The useful starting point is evidence. A business should be able to explain what it protects, which controls are operating and how it would respond if those controls failed.

1. Know the business exposure

Document the systems and information that would create the greatest harm if they became unavailable, inaccurate or exposed. Include business email, financial systems, customer and employee information, cloud platforms, operational applications and critical vendors.

Estimate the business impact of one day, three days and one week of disruption. This is not a prediction. It gives leadership and the broker a clearer view of business-interruption exposure.

2. Confirm the essential controls

Before an application or renewal, verify that the following are operating — not merely planned:

  • MFA is enforced on business email, remote access, administrator accounts and critical cloud systems.
  • Privileged access is limited and separate from ordinary user activity.
  • Former employees and unnecessary accounts are removed promptly.
  • Supported systems receive security updates on a defined schedule.
  • Endpoint protection and monitoring cover business devices.
  • Backups include critical information, are protected from the primary environment and have been restored in a documented test.
  • Employees receive practical phishing and payment-fraud training.
  • Payment or banking-detail changes require independent verification.
  • An incident-response plan identifies decision-makers, technical contacts, legal/privacy support and communication responsibilities.

3. Prepare evidence

Collect concise evidence that can support answers in the application: MFA configuration reports, access-review records, patching summaries, endpoint coverage, restore-test results, training completion, incident-response contacts and key vendor lists.

Do not overstate maturity. An inaccurate application can create serious problems during a claim. Where a control is incomplete, document the gap, interim safeguard, owner and target date.

4. Review the policy as an operating document

Ask the broker to explain what the policy may cover, what is excluded, which services are available during an incident, who must be contacted and whether consent is required before engaging outside specialists. Review ransomware, business interruption, data restoration, privacy response, legal support, notification, social engineering and funds-transfer fraud separately; they may not be treated the same way.

5. Keep readiness current

Insurance readiness should be reviewed when the business changes — not only at renewal. A new acquisition, cloud migration, major vendor, payment workflow, remote workforce or AI deployment can change the risk profile.

ONE NEXT ACTION

Schedule a 45-minute evidence review with the person responsible for IT/security and the person responsible for insurance. Identify the three application answers for which the business currently has the weakest proof.

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