Complex Claims & Coverage Director

This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for a Complex Claims & Coverage Director based in Canada. This is an opportunity for an experienced insurance professional to help shape how next-generation AI systems reason about complex claims and coverage decisions. You will apply senior-level expertise to realistic scenarios involving disputed coverage, litigation, multiple policies, allocation, and high-severity losses. The role combines deep claims knowledge with structured evaluation and analytical judgment. You will create reference-quality work and assess AI-generated responses against the standards expected of experienced technical claims professionals. Your insights and feedback will directly help improve the accuracy, consistency, and practical judgment of advanced AI models. This is a flexible, fully remote engagement designed for professionals who can bring real-world expertise to a focused evaluation project.