Commercial Property Insurance Claim Specialist (Remote)

About OpenTrain

OpenTrain is the #1 platform for finding and building careers in AI training and data labeling. We help people discover projects across the industry, build a unified profile, and grow a durable freelance career teaching AI.

Work found through OpenTrain is part of a fast-growing, practical side of AI development: human contributors prepare and review the examples that modern models learn from, and their work directly shapes model behavior.

About AI Training Work

AI training (also called data labeling or human feedback) is the human side of building intelligent systems. Contributors annotate, evaluate, and refine model outputs so systems learn to make consistent, defensible decisions.

This role pairs deep commercial property claims expertise with evaluation work: you will grade and improve model responses, draft realistic claim scenarios, and create rubrics that help AI systems apply policy language accurately.

The Role

OpenTrain is recruiting for an Insurance Claim Specialist to evaluate and resolve complex commercial property claims and to translate that expertise into training materials and evaluation rubrics for AI. This is a remote, contract, part-time role requiring 20+ hours per week.

You'll bring real-world coverage interpretation and financial-analysis experience to the team, working closely with prompt engineering and evaluation groups to enhance model performance and consistency.

• Employment type: Contractor, Part-time
• Time commitment: 20+ hours/week
• Pay: Paid hourly, range $30–$55 USD per hour

What You'll Do

Work tasks combine traditional claims work with AI evaluation and content creation. You'll produce defensible coverage analyses and turn them into clear, gradeable assets for model training.

• Interpret and apply commercial property policy language, including building, BPP, stock, conditions, exclusions, and endorsements
• Analyze time-element coverages such as Business Interruption, Extra Expense, civil authority, ingress/egress, dependent property, and service interruption
• Evaluate claims using financial-loss methodologies, considering trends, continuing vs. saved expenses, sublimits, deductibles, and offsets
• Draft and refine claim scenarios and grading rubrics with precise, defensible coverage reasoning grounded in policy text
• Prepare claim documentation, loss measurements, and professional reports to ensure clarity and compliance
• Collaborate with prompt engineering and evaluation teams to improve model accuracy and consistency
• Stay current on industry practices, regulatory requirements, and policy wordings relevant to commercial property claims

Requirements

Candidates must meet the core professional requirements below. The role emphasizes independent remote work and strong written communication for creating evaluation materials.

• Professional experience in commercial property claims, time-element (BI/EE) adjusting, coverage analysis, consulting, forensic accounting, or coverage law
• Advanced knowledge of coverage interpretation, especially for commercial property insurance policies
• Proven ability to write clear, structured coverage analyses and claim documentation grounded in policy language
• Strong financial acumen and comfort analyzing financial statements and claim-related documentation
• Exceptional written and verbal communication skills with keen attention to clarity and detail
• Ability to work independently in a remote environment while collaborating with cross-functional teams
• Comfort managing multiple priorities and complex claim scenarios effectively
• Fluent English required

Helpful Background

These additional qualifications are not required but will help you be successful in the role and strengthen model training outputs.

• Relevant professional certifications (CPCU, AIC, CPA, or equivalent)
• Direct experience handling BI/EE, dependent property, or service interruption claims
• Experience developing or evaluating claim scenarios, training materials, or evaluation rubrics for coverage analysis

How It Works & How to Apply

This is contract work paid hourly. Labeling and evaluation will be performed using a proprietary or third-party platform (OTHER). The primary label type is evaluation/rating of text outputs.

To apply, prepare examples of recent commercial property coverage analyses or claim reports that demonstrate your writing, coverage reasoning, and financial analysis skills. Applications are reviewed by the OpenTrain team and OpenTrain.

• Data type: Text; primary label type: Evaluation/Rating
• Platform: OTHER (proprietary or third-party evaluation tooling)
• Worldwide applicants welcome; fluent English required