Remote Underwriting & Actuary Expert - Freelance

Crossing Hurdles; Canada; On-site; CAD 188,000 - 236,000; Part time

Job summary

Crossing Hurdles is seeking Insurance Experts to translate insurance workflows into tasks for AI systems and evaluate AI outputs. Candidates should have at least 5 years of experience in the insurance field and recent roles as Underwriters or Actuaries. The position is freelance/contractor and remote, offering flexible scheduling with a commitment of 10+ hours per week. Onboarding is required within 24 hours of an offer, facilitating immediate engagement.

Qualifications

• Minimum 5 years of professional experience in the insurance sector.
• Recent, hands-on experience as an Underwriter, Risk Specialist, or Actuary.
• Comfortable working independently in a fast-paced, remote environment.

Responsibilities

• Translate real-world insurance workflows into structured tasks for AI systems.
• Evaluate AI-generated outputs for accuracy and business relevance.
• Provide structured feedback to improve AI performance and outputs.

Skills

Detail-oriented

Understanding of insurance workflows

Ability to evaluate scenarios

Independent work skills

Job description

Crossing Hurdles is seeking Insurance Experts to translate insurance workflows into tasks for AI systems and evaluate AI outputs. Candidates should have at least 5 years of experience in the insurance field and recent roles as Underwriters or Actuaries. The position is freelance/contractor and remote, offering flexible scheduling with a commitment of 10+ hours per week. Onboarding is required within 24 hours of an offer, facilitating immediate engagement.