← Back to all free security checks
AI AGENT RISK — READINESS SELF-CHECK

The underwriter's questionnaire: 20 questions insurers will ask about your AI agents — ai agents 2026

AI agent insurance underwriting is how carriers price the risk of autonomous software. As AI agents 2026 adoption grows, insurers ask about permissions, data access, and approval workflows. This 20-question quiz shows what underwriters ask.

Are your AI agents 2026 deployments ready for cyber insurance underwriting?

AI agents 2026 deployments face a new gatekeeper: the cyber insurance underwriter. Carriers now ask about agent permissions, data access, prompt-injection defenses, and human approval workflows before quoting a policy. If your agents can move money, delete data, or message customers without approval, expect exclusions or denied coverage. This 20-question quiz mirrors the real underwriter questionnaire.

What is AI agent insurance underwriting?

AI agent insurance underwriting is the process where cyber insurers assess the risks of your AI agents — what they can access, what actions they take autonomously, and what controls limit them — before deciding coverage and price.

AI agent insurance is here — and underwriters don't grade on vibes. Twenty questions across the five categories carriers actually probe: governance, safety controls, data handling, incident history, monitoring. Answer like the application is a warranty — because it is.

Short answer: the underwriting questions are the same ones a good E&O carrier always asked — what controls do you have, how do you review output, what's your track record, what's the scope of exposure? — now aimed at your agents. Score yourself before a carrier does.

The market, in 60 seconds

Specialist capacity is growing as traditional lines narrow. In January 2026, Armilla AI raised its Lloyd's-backed AI coverage to $25 million, explicitly as traditional insurers retreated from AI risk. (source)
The exclusion wave is real. Verisk/ISO made AI exclusion forms CG 40 47, CG 40 48, and CG 35 08 available effective January 1, 2026 — and carriers adopt them individually. Your general liability policy may now exclude AI losses unless endorsed back in. (aicoverageguide.com, which also tracks offerings from Armilla, Munich Re aiSure, HSB, and Coalition.)
No standard question set exists. Every carrier writes its own application and AI supplement; some don't ask about AI yet. But claiming a control you can't evidence is dangerous — the application is a warranty, and the claim is where that gets tested. (source)

This quiz is a readiness self-check, not a quote or a coverage promise. It will not get you insured — it will tell you what an underwriter would flag before you apply.

The 20-question self-assessment

Be honest. The underwriter will verify.

Your 30-second win — copy and share your result:


Your fastest wins before you apply

Then retake the quiz. Every red answer above is a line an underwriter will circle.

FROM INGENIOUS AI
Underwriters ask about kill switches, approval queues, and permission scopes. Agent Auth Gateway gives you task-scoped agent permissions, budget caps, an approval queue, and a kill switch — the controls this quiz scores.
All 11 platforms: DisclosureGuard  ·  ModelMinder  ·  TermsWatch  ·  Vibe-Code Audit  ·  Rogue-Agent Defense  ·  BreachHunter  ·  ChatBreaker  ·  Agent Flight Recorder  ·  Agent Auth Gateway  ·  DomainGuard  ·  ContentCraft AI
Our platforms are being upgraded and return November 1 — get early access now:
Get Agent Auth Gateway early access on WhatsApp →

Frequently asked questions

What does AI agent liability insurance cover?

Emerging AI agent products cover professional-liability-style losses: an agent makes a mistake a human would have been covered for under your errors-and-omissions policy — wrong data in a client deliverable, a misquoted scope, confidential data surfaced to the wrong party. They generally do not cover a rogue agent causing physical harm. Coverage terms vary by carrier and policy, so read the actual wording.

Why are traditional insurers retreating from AI risk?

Reported in January 2026: Armilla AI raised Lloyd's-backed AI coverage to $25 million as traditional carriers narrowed their AI coverage. Carriers are still pricing a new, fast-moving risk with limited loss history — so specialist capacity is growing while some traditional lines pull back.

What are the ISO AI exclusion forms?

Verisk/ISO made AI-related exclusion forms — CG 40 47, CG 40 48, and CG 35 08 — available effective January 1, 2026. Carriers adopt them individually, so a general-liability policy may now exclude AI-related losses unless endorsed back in. Ask your broker to confirm per line, in writing.

Do I need insurance if I only use AI tools rather than build agents?

Insurers are starting to ask about any business AI use — processing customer data with AI, training data practices, vendor due diligence, and human oversight of AI output. Even off-the-shelf tools can raise questions about data handling and output review. This quiz's data-handling and governance sections apply whether you build agents or buy them.

Will this quiz get me an insurance quote?

No. This is a readiness self-check, not a quote, an application, or a promise of coverage. There is no standard question set — every carrier writes its own application and AI supplement. Use your score to fix the gaps, then talk to a broker who places AI and technology E&O risk.

What does AI agent liability insurance cover?

Emerging AI agent products cover professional-liability-style losses: an agent makes a mistake a human would have been covered for under your errors-and-omissions policy — wrong data in a client deliverable, a misquoted scope, confidential data surfaced to the wrong party. They generally do not cover a rogue agent causing physical harm. Coverage terms vary by carrier and policy, so read the actual wording.

Why are traditional insurers retreating from AI risk?

Reported in January 2026: Armilla AI raised Lloyd's-backed AI coverage to $25 million as traditional carriers narrowed their AI coverage. Carriers are still pricing a new, fast-moving risk with limited loss history — so specialist capacity is growing while some traditional lines pull back.

What are the ISO AI exclusion forms?

Verisk/ISO made AI-related exclusion forms — CG 40 47, CG 40 48, and CG 35 08 — available effective January 1, 2026. Carriers adopt them individually, so a general-liability policy may now exclude AI-related losses unless endorsed back in. Ask your broker to confirm per line, in writing.

Do I need insurance if I only use AI tools rather than build agents?

Insurers are starting to ask about any business AI use — processing customer data with AI, training data practices, vendor due diligence, and human oversight of AI output. Even off-the-shelf tools can raise questions about data handling and output review. This quiz's data-handling and governance sections apply whether you build agents or buy them.

Will this quiz get me an insurance quote?

No. This is a readiness self-check, not a quote, an application, or a promise of coverage. There is no standard question set — every carrier writes its own application and AI supplement. Use your score to fix the gaps, then talk to a broker who places AI and technology E&O risk.

More from Ingenious AI

De-risk your agents before you insure them:

Browse everything Ingenious AI has built →

Built by Ingenious AI — market facts from January–October 2026 reporting.
This page is general information, not insurance advice — talk to a licensed broker before applying.
Share this quiz: XLinkedInReddit

Related checks