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 adaptable 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

📌 Insurance Compliance Analyst (Ottawa)
🏢 Crossing Hurdles
📍 Ottawa