Director, Insurance Captive & Accounting

ABOUT GREYSTAR

Greystar is a leading, fully integrated global real estate platform offering expertise in property management, investment management, development, and construction services in institutional-quality rental housing. Headquartered in Charleston, South Carolina, Greystar manages and operates over $350 billion of real estate in more than 260 markets globally with offices throughout North America, Europe, South America, and the Asia-Pacific region. Greystar is the largest operator of apartments in the United States, managing over one million units/beds globally.

Across its platforms, Greystar has nearly $79 billion of assets under management, including over $34 billion of development assets and over $36.5 billion of regulatory assets under management. Greystar was founded by Bob Faith in 1993 to become a provider of world‑class service in the rental residential real estate business. To learn more, visit

The Director, Insurance Captive & Accounting sits within the Risk Management team and is the owner of the organization's captive insurance program and broader risk financing strategy. This role manages captive operations, program performance reporting, capital planning, and new program development. This role works closely with risk managers and the captive Board of Directors to execute the strategy of the captive.

The Director carries a dotted‑line relationship with Accounting and Finance, coordinating on premium allocations, deposit accounting, and MIP/risk fee forecasting, but is not responsible for owning the enterprise accounting function. The role also partners closely with Treasury, Actuarial, Legal, Payroll, and GMS to execute risk financing programs.

This position is a key advisor to senior leadership on captive performance, capital allocation, new program opportunities, and risk financing strategy in support of the company's enterprise risk management objectives.

• 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).

• 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,…