Insurance AI Model Evaluation Expert

About OpenTrain

OpenTrain is the #1 platform for finding and building careers in AI training and data labeling. Create a free profile to discover specialized projects, apply in minutes, and build a portfolio that reflects your professional expertise.

• Remote AI training and data-labeling opportunities
• A profile for showcasing relevant experience and skills
• Flexible contract work across a fast-growing industry

About AI Model Evaluation

AI training is the human side of building modern artificial intelligence. Expert contributors review model responses, identify errors, write high-quality examples, and provide structured feedback that helps language models produce more accurate and useful results.

In this role, your insurance judgment will help assess whether AI systems understand practical underwriting, claims, actuarial, and risk-assessment reasoning.

• Evaluate AI-generated work against structured standards
• Help identify and close gaps in insurance knowledge
• Improve the consistency and quality of training data

The Role

OpenTrain is seeking an Insurance AI Model Evaluation Expert to bring practical professional judgment to the development of foundational language models. You will assess insurance-related model outputs, create challenging evaluation tasks, and explain your decisions through precise, defensible written feedback.

This is a remote contractor opportunity for professionals eligible to work in the United States. The role is listed as requiring 20+ hours per week, with an expected schedule of at least 35 hours per week on weekdays.

• Contractor and part-time opportunity
• Remote work for US-eligible professionals
• Compensation of $60 to $80 per hour
• Intermediate experience level

What You'll Do

You will work with research and engineering teams and collaborate with other subject-matter experts to maintain reliable, consistent judgments across insurance training data.

• Guide teams on underwriting, claims, and risk-assessment reasoning
• Design challenging insurance tasks and write accurate solutions
• Evaluate model outputs for correctness, judgment, and reasoning quality
• Develop and refine insurance-specific evaluation guidance
• Create and apply scoring rubrics for AI-generated work
• Provide clear feedback grounded in professional insurance practice
• Collaborate with experts to maintain consistent evaluations

Requirements

You should have substantial, dedicated experience in insurance and be able to translate nuanced professional judgment into clear explanations and repeatable evaluation standards. Direct experience reviewing AI outputs against rubrics is required.

• At least eight years of professional insurance experience
• Background in underwriting, claims, actuarial work, or risk management
• Hands-on experience evaluating LLM or AI model outputs
• Experience using structured rubrics or scoring criteria
• Ability to apply practical insurance judgment to risk and claims reasoning
• Ability to write accurate solutions and defensible evaluation feedback
• Demonstrated progression and increasing responsibility in insurance
• Strong written and verbal communication skills
• Strong problem-solving and interpersonal skills

Helpful Professional Background

Experience at a recognized insurance organization and direct familiarity with real underwriting or claims decisions are valuable preparation for this work. You should be comfortable turning complex professional reasoning into precise, understandable written guidance.

• Real-world underwriting decision experience
• Practical claims decision experience
• Experience explaining nuanced insurance judgments
• Comfort maintaining consistent standards with other experts

How to Apply Through OpenTrain

Create a free OpenTrain account and build a profile highlighting your insurance experience, increasing responsibilities, and AI evaluation background. OpenTrain helps professionals discover and grow careers in AI training and data labeling while connecting their expertise to specialized remote projects.

• Apply as a US-eligible professional
• Highlight insurance specialization and career progression
• Showcase experience with LLM evaluation and structured rubrics
• Prepare for a weekday schedule of at least 35 hours per week