Role: Insurance Experts (Underwriting & Actuary)
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 quick-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 qualified 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 versatile 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.
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📌 Senior Actuary / Insurance Consultant Remote Winnipeg (Canada)
🏢 Crossing Hurdles
📍 Canada