Head of Insurance and Risk Management

OpenAI

Insurance leader designing and implementing global insurance strategies for AI-focused company. Collaboration across multiple departments to ensure risk management aligns with growth initiatives.

Posted 6/2/2026full-timeSan Francisco • California, New York, Washington • 🇺🇸 United StatesLead💰 $266,000 - $295,000 per yearWebsite

About the role

Key responsibilities & impact

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.

Requirements

What you’ll need

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, major cyber risks, large infrastructure footprints, or global program structures.
Experience with board reporting, enterprise risk governance, or alternative risk financing solutions beyond captive programs.

Benefits

Comp & perks

Medical, dental, and vision insurance for you and your family, with employer contributions to Health Savings Accounts
Pre-tax accounts for Health FSA, Dependent Care FSA, and commuter expenses (parking and transit)
401(k) retirement plan with employer match
Paid parental leave (up to 24 weeks for birth parents and 20 weeks for non-birthing parents), plus paid medical and caregiver leave (up to 8 weeks)
Paid time off: flexible PTO for exempt employees and up to 15 days annually for non-exempt employees
13+ paid company holidays, and multiple paid coordinated company office closures throughout the year for focus and recharge, plus paid sick or safe time (1 hour per 30 hours worked, or more, as required by applicable state or local law)
Mental health and wellness support
Employer-paid basic life and disability coverage
Annual learning and development stipend to fuel your professional growth
Daily meals in our offices, and meal delivery credits as eligible
Relocation support for eligible employees
Additional taxable fringe benefits, such as charitable donation matching and wellness stipends, may also be provided.

ATS Keywords

✓ Tailor your resume

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools

insurance program designenterprise risk managementcaptives managementrisk transfer analysisgovernance structurescapitalization strategiesclaims managementinsurance accountingcompliancereporting standards

Soft Skills

strategic judgmenthands-on executionoperational rigorcommunicationinfluencing stakeholderspartnership orientationcross-functional collaborationcrisis responsebusiness continuity planningrisk mitigation