Policy Administrator

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

Job summary

Crossing Hurdles is seeking an Insurance Expert specializing in Claims and Operations for a freelance remote role. This position focuses on translating insurance workflows for AI systems and evaluating AI-generated outputs. Candidates should possess strong experience in insurance operations, claims management, underwriting, or risk analysis. The role involves minimal meetings, allowing for flexible scheduling with an expected commitment of 10+ hours per week. Ideal candidates are analytical, detail-oriented, and possess excellent communication skills.

Qualifications

• Strong experience in Insurance Operations, Claims Management, Underwriting, or Risk.
• Proven experience in claims adjudication, underwriting, policy administration, subrogation, or risk analysis.
• 5-10 years of relevant experience preferred.
• Excellent analytical and problem-solving abilities.
• Strong attention to detail and communication skills.

Responsibilities

• Translate workflows into structured tasks for AI systems.
• Evaluate AI-generated outputs for accuracy and logical reasoning.
• Analyze claims data and policy documents to identify trends and risks.
• Document assumptions and decisions clearly.
• Provide feedback for AI performance improvement.

Skills

Insurance Operations

Claims Management

Underwriting

Risk Analysis

Analytical Skills

Problem-Solving Skills

Attention to Detail

Communication Skills

Job description

Role: Insurance Expert (Claims and Operations)

Engagement Type: Freelance, Remote, Long-Term

Compensation: $100-125/hour (USD)

Commitment: Minimum 10+ hours/week (20+ hours/week preferred)

Start: Immediate | Fast onboarding within ~24 hours

Key Responsibilities

• Translate real-world Insurance workflows into structured tasks for AI systems
• Evaluate AI-generated outputs for accuracy, logical reasoning, and domain correctness
• Work on use cases including claims review, underwriting analysis, policy administration, and risk evaluation
• Analyze claims data, policy documents, and risk reports to identify trends, risks, and opportunities
• Clearly document assumptions, thought processes, and decisions
• Provide feedback to improve AI performance and outputs

Required Qualifications

• Strong experience in Insurance Operations, Claims Management, Underwriting, or Risk
• Proven experience in claims adjudication, underwriting, policy administration, subrogation, risk analysis (at least three of these)
• 5-10 years of relevant experience (flexible for strong candidates)
• Strong analytical and problem-solving skills
• Excellent attention to detail and communication skills

Work Style and Expectations

• Work is primarily asynchronous, allowing for flexible scheduling
• Minimal required meetings (typically optional office hours 1-2x per week)
• Day-to-day collaboration happens via Slack and internal tools
• Candidates are expected to engage consistently and proactively communicate progress