Senior Insurance Domain Expert

Wintermeyer Ventures; San Francisco (CA); Hybrid; USD 83,000 - 138,000; Full time

Job summary

Wintermeyer Ventures is seeking a senior AI research specialist to join a generative AI team focused on improving how models reason about insurance and actuarial work. You will bring professional domain judgment to task design, model evaluation, and benchmark development.

Role involves writing task specifications, creating reference solutions, and designing domain-specific challenges while collaborating with researchers to turn expert judgment into clear evaluation criteria.

Qualifications

• 4+ years of substantive experience in insurance or related field.
• Actuarial credential (FSA/ASA/FCAS/ACAS) or active state insurance license.
• Senior-level experience with ownership of an insurance book, reserve, or claims portfolio.
• Specialization in life, group, property & casualty, health, reinsurance, pricing & reserving, ERM, or underwriting.
• Experience using large language models and strong judgment in insurance reasoning.
• Experience writing task specifications, reference solutions, or evaluation criteria.

Responsibilities

• Review insurance tasks and model outputs for missing behaviors and flawed reasoning.
• Write instruction specifications and create reference solutions for insurance problems.
• Design challenging domain-specific tasks and evaluation benchmarks.
• Collaborate with researchers to translate expert judgment into clear criteria.

Skills

Insurance domain knowledge

LLM experience

Evaluation criteria design

Task specifications writing

Education

Actuarial science / mathematics / statistics degree

Job description

About the Role

Join a generative AI research team to help improve how advanced models reason about insurance and actuarial work. You will bring professional domain judgment to task design, model evaluation, and benchmark development.

What You'll Do

• Review insurance tasks and model outputs for missing behaviors, weak reasoning, flawed actuarial assumptions, and misapplied policy language.
• Write instruction specifications and create reference solutions for insurance and actuarial problems.
• Design challenging domain-specific tasks and evaluation benchmarks.
• Work with researchers and specialists in related fields to turn expert judgment into clear, consistent evaluation criteria.

What We're Looking For

• At least 4 years of substantive experience at an insurance carrier, reinsurer, broker, adjusting firm, or regulator.
• An actuarial credential such as FSA, ASA, FCAS, or ACAS, or an active state insurance license in adjusting, underwriting, or broking.
• Senior-level experience with ownership of an insurance book, reserve, or claims portfolio.
• Specialization in an area such as life and annuity, group life and disability, property and casualty, health, reinsurance, pricing and reserving, enterprise risk management, claims adjudication, or underwriting.
• Professional experience using large language models and strong judgment in assessing insurance and actuarial reasoning.
• Experience writing task specifications, reference solutions, or evaluation criteria and reviewing insurance knowledge work.
• If you hold an actuarial credential, a degree in actuarial science, mathematics, statistics, or a related quantitative field.

Compensation & Benefits

$60 to $100 per hour, for a full-time schedule of 40 hours per week. Visa sponsorship is not available.

Location

Hybrid in the Bay Area, California, with on-site work multiple days each week. Candidates must live in the Bay Area or relocate at their own expense before the engagement begins.