Head of Insurance and Risk Management

About the Role OpenAI is seeking an accomplished insurance and risk management leader to establish and lead its global insurance function within Treasury. You will develop a forward-looking risk financing strategy, protect the company's balance sheet, and enable informed decision-making as OpenAI expands its products, infrastructure, partnerships, and international presence. You will bring deep technical command of complex commercial insurance programs and the judgment to translate evolving exposures into practical, scalable action. You will also work across Finance, Legal, Security, People, Real Estate, Infrastructure, Engineering, and Operations to bring discipline, clarity, and resilience to risks at the intersection of advanced technology and global growth. This role is ideally based in San Francisco or Seattle, though we are also open to candidates based in New York City. We use a hybrid work model of 3 days in the office per week and offer relocation assistance to new employees. In this role, you will: - Design, implement, and continuously improve a global insurance program covering key lines, including cyber, directors and officers (D&O), errors and omissions (E&O), property, general liability, international programs, and emerging AI-related exposures. - Lead annual renewals, coverage reviews, market submissions, insurer negotiations, broker performance, and ongoing program optimization. - Lead the evaluation of captive insurance structures, including feasibility analysis, domicile and governance considerations, capitalization, service-provider oversight, and performance monitoring. - Establish a rigorous approach to identifying, quantifying, prioritizing, and mitigating insurable and enterprise risks. - Partner with Finance and Treasury leadership on balance sheet protection, liquidity planning, capital efficiency, captive capitalization, and broader risk financing decisions. - Assess insurance and risk implications of new products, strategic partnerships, acquisitions, international expansion, and significant infrastructure investments. - Coordinate with Accounting, Tax, Legal, and Internal Audit on insurance accounting, controls, compliance, and governance matters. - Own the claims management framework, coordinating timely and effective responses with internal stakeholders, brokers, counsel, and carriers. - Develop enterprise risk and insurance policies, governance routines, controls, escalation protocols, and reporting standards. - Prepare clear management and board-level reporting on exposures, claims trends, coverage adequacy, risk mitigation priorities, and financial impact. - Help shape enterprise resilience, crisis response, and business continuity planning as the organization grows. You might thrive in this role if you have: - 12+ years of progressive experience in corporate insurance, enterprise risk management, treasury, brokerage, underwriting, or a closely related advisory field. - Demonstrated experience designing or leading sophisticated insurance programs for a large-scale technology, infrastructure, or multinational organization. Strong preference for those with experience in a public company, late-stage high-growth technology company, or similarly complex global environment. - Deep expertise in cyber, D&O, E&O, property/casualty, and complex commercial insurance structures, including risk transfer and retention analysis. - Substantial experience establishing and managing captive insurance companies, including structuring, governance, capitalization, regulatory coordination, and ongoing program administration. - Proven ability to combine strategic judgment with hands-on execution, operational rigor, and scalable process development. - Excellent communication skills and a record of influencing cross-functional stakeholders and senior decision-makers. - Strong partnership orientation across finance, legal, security, technology, and operational teams. - Experience navigating emerging technology exposures,