Director, Captive Insurance & Risk Financing (Remote)

Greystar; Charleston (SC); On-site; USD 180,000 - 240,000; Full time

Benefits offered by this job

Competitive benefits package

Paid time off and holidays

Job summary

Greystar seeks a Director, Insurance Captive & Accounting to lead captive operations within Risk Management. You will own the captive program, coordinate with Finance, and drive reporting, capital planning, and new program opportunities for enterprise risk management.

You will partner with Treasury, Actuarial, Legal, Payroll, and GMS to implement risk financing strategies, while advising senior leadership on performance and potential improvements.

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.

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 governance frameworks, controls, and operating procedures for new programs.

Skills

Captive insurance

Risk finance

Forecasting

Executive reporting

Stakeholder management

Communication

NPV analysis

Education

Bachelor's degree in Risk Management, Finance, Accounting, Business Administration, or related field

Tools

Forecasting software

Accounting systems

Job description

Greystar seeks a Director, Insurance Captive & Accounting to lead captive operations within Risk Management. You will own the captive program, coordinate with Finance, and drive reporting, capital planning, and new program opportunities for enterprise risk management.

You will partner with Treasury, Actuarial, Legal, Payroll, and GMS to implement risk financing strategies, while advising senior leadership on performance and potential improvements.