Underwriting Expert | $100-$125/hr | Remote

Crossing Hurdles; España; On-site; PHP 8,338,983 - 10,423,729; Part time

Job summary

Crossing Hurdles is seeking Insurance Experts (Underwriting & Actuary) for a freelance, remote position. This role involves translating insurance workflows into AI tasks, evaluating outputs, and documenting findings. Candidates should have a minimum of 5 years in the insurance sector and recent experience as an Underwriter or Actuary. The position offers flexible scheduling and requires commitment to start onboarding within 24 hours. Compensation ranges from $100 to $125 per hour.

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 and relevance.
• Identify gaps in model performance and document findings.

Skills

Professional experience in insurance

Experience as Underwriter/Risk Specialist/Actuary

Detail-oriented

Ability to work independently

Job description

Role: Insurance Experts (Underwriting & Actuary)

Engagement Type: Freelance & 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.