Overview

Models bind a risk no underwriter would touch: a premium that ignores the loss history, exclusions that don't match the exposure, a claim decision that misreads the policy language. Someone has to price the risk and read the contract the way it will be read in a dispute, and that someone is you.

As an Insurance Underwriter you'll evaluate AI underwriting and claims reasoning, check the pricing and the policy logic, and write the judgments that teach models how risk is really accepted and paid.

What you’ll actually do

- Review AI underwriting : risk selection, pricing, and the exposures behind a quoted premium.
- Test claims and policy reasoning : coverage, exclusions, and language read the way an adjuster would.
- Write the underwriting call when the model falls short, grounded in real risk and policy practice.

Roles this fits Common backgrounds: Insurance Underwriter, Claims Examiner, Reinsurance Analyst.

What we look for

- Experience in underwriting,



claims, or reinsurance.
- Familiarity with policy structures, pricing, and risk selection.
- Clear written English: your explanations are the training signal.
- No degree required. We care about what you can do, not where you learned it.

Compensation Up to $125+/hr depending on task difficulty and specialization. Many contributors add $100k–$200k a year; some make it their full-time income.

About DataAnnotation

DataAnnotation is where 1M+ experts train the world’s leading AI models. Hundreds of millions paid to contributors to date, and the average contributor stays 5+ years. Flexible, remote, and always project-available.

Apply now

Hourly rate up to $125+ / hour

Commitment Flexible schedule

Type Independent contractor

Payouts Weekly

Apply now

📌 Insurance Underwriter (AI Training) (Canada)
🏢 DataAnnotation
📍 Canada