Head of Insurance and Risk Management

About the Role

As the insurance landscape continues to evolve, Openai requires a skilled professional who can stay ahead of the curve and provide strategic guidance on risk management. The successful candidate will work closely with cross-functional teams, including 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.

Openai operates in a hybrid work model, with employees working from the office three days a week. The company also offers relocation assistance to new employees, making it an attractive opportunity for candidates looking to join a dynamic and innovative organization.

What You Will Do

• 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.

What We Are Looking For

• 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.

Nice to Have

• Experience working in a hybrid or remote work environment.
• Familiarity with Excel and other insurance management software.
• Certification in risk management or insurance, such as ARM or CPCU.
• Experience working in the technology or AI sector.

Benefits and Perks

• Competitive salary and benefits package.
• Opportunity to work with a dynamic and innovative organization.
• Hybrid work model with flexibility to work from home.
• Relocation assistance for new employees.
• Professional development opportunities, including training and conference sponsorships.
• Access to cutting-edge technology and tools.
• Collaborative and supportive work environment.
• Recognition and reward programs for outstanding performance.
• Comprehensive health and wellness programs, including mental health support.

• Develop a strong understanding of complex commercial insurance programs, including cyber, D&O, and E&O, to stand out as a candidate.
• Highlight your experience working in a hybrid or remote work environment, as this is a key aspect of Openai's work model.
• Be prepared to discuss your approach to risk management and mitigation, including your experience with captive insurance structures.
• Showcase your ability to communicate complex insurance concepts to non-technical stakeholders, including senior decision-makers.
• Consider obtaining certifications in risk management or insurance, such as ARM or CPCU, to demonstrate your expertise and commitment to the field.
• Research Openai's products and services to understand the company's insurance and risk management needs, and be prepared to discuss how you can contribute to the organization's success.
• Be prepared to provide specific examples of your experience working with cross-functional teams, including finance, legal, and operations.