Complex Claims Director - Insurance Expert - AI Trainer

About the job Mercor connects elite creative and technical talent with leading AI research labs. Headquartered in San Francisco, our investors include Benchmark , General Catalyst , Peter Thiel , Adam D'Angelo , Larry Summers , and Jack Dorsey . Position: Complex Claims & Coverage Director Type: Contract Compensation: $80/hour Location: Remote Commitment: 20+ hours/week Role Responsibilities • Design realistic scenarios involving disputed coverage, reservations of rights, excess exposure, multiple insureds, multiple carriers, allocation, litigation, mediation, bad-faith risk, and high-severity settlement strategy. • Create work products such as complex claim strategies, coverage-position analyses, authority requests, litigation-management plans, reserve rationales, and escalation recommendations. • Write "golden" reference responses at senior technical claims quality. • Grade AI-generated responses against structured rubrics for policy analysis, strategic judgment, factual support, stakeholder awareness, and escalation discipline. • Identify claim-handling positions that are internally inconsistent, unsupported by the record, operationally unrealistic, or outside the authority of a non-lawyer claims professional. • Provide written feedback the research team uses to improve model behavior. Qualifications Must-Have • 2+ years of professional experience handling complex, litigated, high-severity, or coverage-sensitive insurance claims. • Evaluated coverage issues and developed claim strategies involving multiple parties, layers, policies, or jurisdictions. • Understand insurer duties, reservation-of-rights practices, litigation management, settlement authority, and escalation to internal or external counsel. • Can distinguish an operational coverage position from formal legal advice and recognize when specialized legal review is required. • Demonstrate exceptional written reasoning, defensible judgment, and high attention to detail. • Comfortable reviewing incomplete records and clearly separating facts, assumptions, open issues, and recommended next steps. Preferred • CPCU , AIC , SCLA , ARM , or comparable insurance designation. • Experience with excess casualty, professional liability, directors and officers, cyber, environmental, construction-defect, or other complex lines. • Experience managing mediations, trials, coverage disputes, or extra-contractual exposure. • Home-office technical claims or claim-governance experience. • Experience overseeing TPAs, independent adjusters, experts, or panel counsel. Start Date • Immediately ; applications reviewed on a rolling basis. Compensation & Legal • Hourly contractor , Paid weekly via Stripe Connect . Application Process (Takes 20–30 mins to complete) • Upload resume • AI interview based on your resume • Submit form Resources & Support • For details about the interview process and platform information, please check: • For any help or support, reach out to: PS: Our team reviews applications daily. Please complete your AI interview and application steps to be considered for this opportunity. #hiring mercor Originally posted on Himalayas