Insurance Operations Analyst

Crossing Hurdles; United States; On-site; USD 137,760 - 172,200; Part time

Job summary

Crossing Hurdles is seeking an Insurance Operations Analyst (Claims and Operations) for a freelance remote position. The role involves translating insurance workflows into tasks for AI, evaluating outputs, and identifying performance gaps. Candidates should have a minimum of 5 years in the insurance sector and recent experience as an Underwriter or Risk Specialist. The commitment is a minimum of 10 hours per week, with flexible scheduling and minimal meetings required.

Qualifications

• Minimum 5 years of professional experience in the insurance sector.
• Recent, hands-on experience as an Underwriter, Risk Specialist, or Actuary.
• Strong understanding of real-world insurance workflows and processes.

Responsibilities

• Translate real-world insurance workflows into structured tasks for AI systems.
• Evaluate AI-generated outputs for accuracy, logical reasoning, and business relevance.
• Identify gaps, edge cases, and failure modes in model performance.

Skills

Insurance workflow evaluation

Claims processing

Detail-oriented assessment

Asynchronous collaboration

Tools

Slack

Job description

Role: Insurance Operations Analyst (Claims and Operations)

Engagement Type: Freelance/ 1099 Contractor, Remote

Compensation: $100 $125 per hour

Commitment: Minimum 10+ hours/week (Ideally 15 20 hours, depend upon interest and availability)

Start: Immediate | 24-hour fast-track onboarding required

Key Responsibilities

• Translate real-world insurance workflows into structured tasks for AI systems
• Evaluate AI-generated outputs for accuracy, logical reasoning, and business relevance
• Work on use cases including underwriting, claims, actuarial analysis, and insurance operations
• Identify gaps, edge cases, and failure modes in model performance
• Clearly document assumptions, thought processes, and decisions
• Provide structured feedback to improve AI performance and outputs

Required Qualifications

• Minimum 5 years of professional experience in the insurance sector.
• Recent, hands-on experience as an Underwriter, Risk Specialist, or Actuary.
• Strong understanding of real-world insurance workflows and processes
• Detail-oriented with the ability to evaluate nuanced, real-world scenarios
• Comfortable working independently in a fast-paced, remote environment
• Work is primarily asynchronous, allowing for flexible scheduling
• Minimal required meetings (typically optional office hours)
• Seamless day-to-day collaboration and task management handled via Slack and internal platforms.
• Candidates must be prepared to complete the onboarding process and initiate communication with the project team within 24 hours of receiving an offer.