Claims Operations Specialist | Remote

Crossing Hurdles; Canada; On-site; CAD 187,454 - 234,317; Part time

Job summary

Crossing Hurdles is seeking a Claims Operations Specialist for a remote freelance engagement with a leading AI lab. In this role, you'll review AI-generated claims outputs, identify issues in AI reasoning, and provide expert feedback. Candidates should have 5+ years of experience in insurance claims and ideally hold designations like CPCU or ARM. This opportunity offers flexible hours (10+ hours/week) at competitive pay ($100-125/hr), perfect for professionals wanting to contribute to AI development while maintaining existing commitments.

Qualifications

• 5+ years of experience in insurance claims or operations.
• Background in roles like Claims Manager, Claims Analyst, or similar.
• Solid understanding of industry best practices.

Responsibilities

• Review and assess AI-generated outputs related to claims.
• Identify errors in AI reasoning against real-world standards.
• Provide expert written feedback to train AI models.

Skills

Experience in insurance claims or operations

Strong written communication skills

Knowledge of claims lifecycle

Ability to provide structured feedback

Education

CPCU, ARM, ACAS, or FCAS designation

Job description

Claims Operations Specialist - Remote Freelance AI Evaluation

About the Role

Crossing Hurdles is partnering with a leading US-based AI frontier lab to source experienced insurance professionals for a remote freelance engagement. The company is building out a specialized team of domain experts to evaluate and improve AI systems used in insurance operations. This is a paid, flexible, long‑term opportunity designed for working professionals who want to contribute to AI development without leaving their field.

What You Will Do

• Review and assess AI-generated outputs related to claims handling, coverage decisions, and operational workflows
• Identify errors, gaps, or misalignments in AI reasoning against real-world insurance standards
• Provide expert written feedback to help train and refine AI models
• Evaluate scenarios involving claims investigation, documentation, reserving, and resolution
• Flag compliance or procedural issues based on your professional experience

Domain Focus

• Property and casualty claims operations
• Liability and subrogation processes
• Claims documentation and reserving
• Coverage interpretation and policy analysis
• Regulatory compliance in claims handling

What We Are Looking For

• 5 or more years of experience in insurance claims or operations
• Background in roles such as Claims Manager, Claims Analyst, Insurance Operations Analyst, Subrogation Specialist, or similar
• CPCU, ARM, ACAS, or FCAS designation is a strong plus
• Solid understanding of claims lifecycle, coverage analysis, and industry best practices
• Strong written communication skills and ability to give structured, clear feedback
• Comfortable working independently in a remote, asynchronous environment

Work Style and Expectations

This is a remote, self‑managed engagement. You will complete evaluation tasks on your own schedule within agreed weekly hour targets. No meetings‑heavy workflow. Onboarding is fast, typically within 24 hours of acceptance. The company values quality of feedback over volume, so attention to detail and professional rigor matter here.

Compensation

Rate

$100-125/hr (USD)

Payment

Via Deel, fortnightly

Commitment

15-20+ hours/week (minimum 10+ hours/week)

You May Be a Good Fit If

You are an experienced claims professional looking to apply your expertise in a new way, want flexible remote work that fits around existing commitments, are curious about AI and how it is being developed for insurance use cases, and want to be paid competitively for your domain knowledge without taking on a full-time role change.