Insurance AI Evaluation Specialist

About OpenTrain

OpenTrain is the #1 platform for finding and building careers in AI training and data labeling. As the hiring and contracting organization for this role, OpenTrain connects qualified professionals with specialized projects, helps them build a credible AI training profile, and makes it easier to grow this work into a lasting portfolio.

• Create a free OpenTrain account and apply in minutes
• Build a profile that showcases your domain expertise and AI evaluation experience
• Discover opportunities that match your professional background

About AI Training Work

AI evaluation is the human side of improving modern artificial intelligence. Subject-matter experts review AI-generated responses, compare them with project standards, and provide clear feedback so models can produce more accurate, useful, and reliable results.

Insurance professionals play an important role in this process because strong model evaluation depends on real-world judgment, careful reasoning, and a precise understanding of industry practices.

• Work remotely with a computer and internet connection
• Apply professional expertise to cutting-edge AI systems
• Help shape how AI handles specialized insurance questions and scenarios

The Role

OpenTrain is seeking an Insurance AI Evaluation Specialist for work focused on insurance underwriting and claims AI evaluation. You will assess model outputs against structured rubrics, review supporting materials, and explain your judgments in accurate written feedback.

This is an intermediate-level contractor role for professionals with substantial insurance experience and hands-on experience evaluating large language model or AI outputs. The work is available to candidates in the United States and requires English fluency.

• Category: Insurance underwriting and claims AI evaluation
• Work type: Remote contractor and part-time project work
• Location: United States
• Language: English
• Experience level: Intermediate
• Data type: Text evaluation and rating

What You'll Do

You will make evidence-based judgments about insurance-related AI responses and communicate those judgments clearly. Consistency is essential because your reviews help create reliable training signals for AI systems.

• Evaluate AI-generated insurance responses using project rubrics
• Review source materials and model outputs against detailed guidelines
• Document evidence-based judgments and explain the reasoning behind them
• Design domain-relevant insurance tasks and write accurate, well-reasoned solutions
• Maintain consistent quality across repeated review and evaluation tasks
• Provide feedback that can improve model behavior

Requirements

The strongest candidates will bring extensive professional experience in insurance underwriting, claims, actuarial work, or risk management, along with the ability to evaluate AI outputs against structured standards. Prior hands-on experience with LLM or AI model evaluation is required for this role.

• 8 or more years of insurance underwriting, claims, actuarial, or risk management experience at a top-tier organization
• Hands-on experience evaluating LLM or AI model outputs against structured rubrics
• Relevant professional or academic expertise in insurance underwriting and claims evaluation
• Ability to create domain-relevant insurance tasks and accurate solutions
• Fluent English communication
• Strong written communication and close attention to detail
• Ability to follow detailed instructions and apply rubrics consistently
• Comfort working independently on remote contractor tasks

Schedule and Compensation

This role requires a commitment of at least 35 hours per week during weekdays. The structured opportunity details list a time requirement of 20 or more hours per week, so applicants should be prepared for the higher 35-hour weekday commitment stated for this project.

The role pays $60-$80 per hour. Estimated project earnings are $16,800-$22,400 based on the schedule and duration shown on OpenTrain.

• Pay: $60-$80 per hour
• Schedule: At least 35 hours per week on weekdays
• Engagement: Contract and part-time
• Estimated project earnings: $16,800-$22,400
• Payment currency: USD

Why Build an AI Training Career With OpenTrain

AI training and data labeling are growing fields where human expertise directly influences the quality of advanced AI systems. OpenTrain gives specialists one place to manage opportunities, document credible experience, and develop a portfolio that can support continued growth in the industry.

For insurance professionals, this work offers a way to apply underwriting, claims, actuarial, and risk knowledge to emerging technology while working remotely and independently.

• Use specialized industry knowledge in cutting-edge AI work
• Work remotely with a flexible contractor model, subject to project commitments
• Strengthen your professional profile with meaningful AI evaluation experience
• Apply through OpenTrain with a free account