Director, Captive Insurance & Risk Finance

Greystar; United States; Hybrid; USD 180,000 - 240,000; Full time

Benefits offered by this job

Competitive benefits package

401(k) with company match

Paid time off and holidays

Job summary

Greystar is seeking a Director of Insurance Captive & Accounting to own the captive program, capital strategy, and risk financing execution. You will drive governance, reporting, and financial analyses while partnering with Treasury, Actuarial, Legal, Payroll, and GMS to advance enterprise risk management.

Responsibilities include leading captive operations, coordinating with multiple finance stakeholders, and delivering executive-ready insights on capital allocation and program performance.

Qualifications

• Bachelor’s degree in Risk Management, Finance, Accounting, Business Administration, or related field.
• 8–10 years of progressive experience in captive insurance, risk finance, or related insurance disciplines.
• Experience independently managing a complex insurance program, captive entity, or alternative risk financing structure.
• Demonstrated success developing executive-level reporting, forecasts, and financial analyses.
• Excellent communication and negotiation abilities.
• Knowledge of current market trends and regulatory requirements.
• Abilities to create and manage stakeholder relationships.
• Deep understanding of captive insurance operations, reinsurance structures, and risk financing strategy.
• Strong financial modeling, forecasting, and business analysis capabilities, including NPV and volatility analysis.
• Working knowledge of insurance/risk finance accounting principles sufficient to partner effectively with Finance and Accounting.
• Knowledge of internal controls, regulatory compliance, and audit processes for captive entities.
• Ability to operate autonomously and communicate complex insurance and financial concepts to executive audiences.
• Proven ability to lead cross-functional initiatives and influence stakeholders across Treasury, Finance, Actuarial, Legal, and Payroll.

Responsibilities

• Direct financial management and operational oversight of the company’s captive insurance programs.
• Own loss run validation, actuarial reporting review, and financial reconciliations to ensure accuracy and consistency across reporting sources.
• Establish and document internal controls and governance frameworks for captive and risk finance workflows.
• Facilitate reinsurance premium and loss payment tracking and monitor compliance with captive regulatory and program obligations.
• Oversee the captive auditor relationship, ensuring timely policy issuance, and manage relationships with actuaries, third-party administrators, and other strategic vendors.
• Partner with the Treasurer to develop recommendations on captive capitalization, funding requirements, and distribution strategy.
• Coordinate with Treasury and Finance on implementation and monitoring of investment policy for captive assets.
• Evaluate regulatory capital requirements against downside risk exposure and business objectives.
• Develop and deliver reporting on captive and risk financing program performance, including value creation generated beyond the captive.
• Design and maintain underwriting performance summaries, forecasting models, and performance dashboards.
• Present program results and strategic recommendations to executive leadership.
• Perform NPV, volatility, and sensitivity analysis to evaluate new program and risk transfer opportunities.
• Build the governance frameworks, controls, and operating procedures required to implement newly approved programs.
• Maintain a consolidated risk management view of accounting activity and budgets, in coordination with Finance and Accounting.
• Assist with premium allocation methodologies across business units and/or the captive.
• Own deposit accounting activities when captive solutions are not appropriate and provide oversight of program revenue/expense items sitting at the company rather than within the captive.
• Partner with the property management business to develop risk fee projections and forecasting assumptions.
• Lead Workers’ Compensation audit reviews and coordinate audit activities with Payroll (scope pending finalization per current working memo).

Skills

Financial modeling

Stakeholder management

Cross-functional leadership

Captive insurance

Regulatory compliance

Audit experience

Accounting knowledge

Negotiation skills

Education

Bachelor’s degree

Job description

Greystar is seeking a Director of Insurance Captive & Accounting to own the captive program, capital strategy, and risk financing execution. You will drive governance, reporting, and financial analyses while partnering with Treasury, Actuarial, Legal, Payroll, and GMS to advance enterprise risk management.

Responsibilities include leading captive operations, coordinating with multiple finance stakeholders, and delivering executive-ready insights on capital allocation and program performance.