Insurance Policy Operations AI Evaluation Expert

About Open Train

Open Train is the #1 platform for finding and building careers in AI training and data labeling. Open Train AI hires and contracts specialists to help improve modern AI systems, while giving contributors a place to build a lasting professional profile and apply for projects in minutes.

Creating an Open Train account is free. Through Open Train, you can showcase credible experience, discover work aligned with your skills, and grow your AI training portfolio.

AI training is the human side of building artificial intelligence. Specialists provide examples, write model responses, and review AI outputs so systems can learn to reason more accurately and follow real-world procedures.

In this role, your insurance operations knowledge will help shape how AI systems understand policy servicing workflows, transaction sequencing, documentation requirements, and operational quality standards.

Open Train is seeking an insurance policy operations specialist to create high-quality reasoning data for AI evaluation. You will draw on practical experience across policy administration and servicing to design realistic workflow scenarios, produce reference answers, and assess model outputs against established operational standards.

The work covers the insurance policy lifecycle, including intake, binding, issuance, transactions, billing, renewal, cancellation, documentation, and related service processes. You must be able to distinguish administrative execution from substantive underwriting, claims, legal, and actuarial decisions.

• Remote contractor position
• Available to eligible residents of the United States, Canada, the United Kingdom, Australia, New Zealand, Ireland, Malta, the Netherlands, Sweden, Denmark, Norway, Finland, Germany, Austria, and Belgium
• Minimum commitment of 20 hours per week, with 40 or more hours preferred
• Hourly rate of $80 after onboarding
• Approximately 10-hour onboarding process with a flat $800 payment upon successful completion

You will turn detailed insurance operations knowledge into precise tasks and evaluations that help improve AI behavior. Your feedback should be clear, evidence-based, and focused on procedural accuracy, completeness, sequencing, and service standards.

• Design scenarios involving application intake, binding, issuance, endorsements, certificates, billing, audits, renewals, cancellations, reinstatements, and policy-document delivery
• Create processing instructions, transaction reviews, exception-handling plans, service communications, and operational quality checks
• Write accurate reference responses for insurance operations workflows
• Grade AI-generated responses for procedural accuracy, completeness, sequencing, and adherence to service standards
• Identify incorrect effective dates, missing documentation, improper transaction handling, and confusion between operational processing and substantive underwriting decisions
• Provide written feedback that helps improve model behavior

This opportunity is intended for professionals with hands-on insurance operations experience and strong written communication skills. You should be comfortable explaining chronological workflows and translating procedural requirements into precise, reviewable steps.

• At least two years of professional experience in policy administration, underwriting operations, insurance servicing, premium operations, or policy-processing management
• Working knowledge of the insurance policy lifecycle from intake and binding through issuance, servicing, renewal, termination, and record retention
• Hands-on experience with policy administration systems, workflow queues, transaction controls, or quality-assurance processes
• Ability to translate policy and procedural requirements into precise operational steps
• Ability to identify incorrect effective dates, missing documentation, improper transaction handling, and operational versus underwriting decisions
• Strong written communication, process discipline, and attention to detail
• Ability to write precise insurance-processing instructions and evaluate responses for procedural accuracy and completeness

Apply if your background includes policy administration, underwriting operations, insurance servicing, premium operations, or policy-processing management. This role is a strong fit for someone who understands how insurance transactions move through systems and can explain what correct operational handling looks like.

You should be…