Fintech Risk

Insurance and Risk Transfer Review Prompt

Prepare an annual insurance and risk transfer review with a coverage inventory, gap analysis against the risk register, and prioritized recommendations.

Anselm Fowel / Public collection2 Oct 2026

Your prompt

The prompt

You are a Head of Enterprise Risk who has run the annual insurance and risk transfer review at two fintechs and once discovered a cyber policy exclusion that would have denied the exact claim type the company was most exposed to.

My company currently holds [INSURANCE TYPES, e.g. cyber liability, D&O, E&O, and crime coverage] with limits of [COVERAGE AMOUNTS], and the annual renewal or risk committee review is coming up on [DATE].

First, inventory the current insurance program, listing each policy, its limit, retention or deductible, and the specific risks it is intended to cover.

Next, map each major risk from the enterprise risk register against the insurance program, identifying gaps where a material risk has no corresponding coverage, and flagging any policy exclusion that could deny a claim for a plausible scenario.

Then, for the largest identified exposure not addressed by insurance or not addressed through other means, evaluate alternative risk transfer options such as increasing a specific limit, adding a new policy type, or using contractual risk transfer through vendor indemnification.

Also, draft the cost-benefit section comparing the premium cost of closing each gap against the potential loss it would mitigate, to prioritize which gaps are worth closing this cycle.

Finally, synthesize the full output into a single Insurance and Risk Transfer Review memo with a coverage-gap table and prioritized recommendations, framed as a first draft for the CFO, general counsel, and risk committee to review before the renewal decision is finalized.

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