Director of Finance - River Oak Risk

We are seeking an experienced and strategic Director of Finance to lead financial operations for a portfolio of captive insurance companies. This role is responsible for overseeing financial reporting, regulatory compliance, client service delivery, and team leadership within a captive management environment.

The ideal candidate brings deep expertise in reinsurance and insurance accounting (GAAP/STAT/IFRS), strong client-facing skills, and experience managing multiple captive programs across diverse lines of business.

Key Responsibilities

Financial Oversight & Reporting

• Oversee monthly, quarterly, and annual financial reporting for a portfolio of captive insurance clients
• Ensure accuracy and timeliness of financial statements in accordance with GAAP, STAT, IFRS and regulatory requirements
• Oversee the preparation of audited financial statements and coordinate with external auditors
• Develop, manage and monitor the annual Budget and Forecast for the captive management company, along with regularly analyzing variances between budget and actual to support informed decision making

Regulatory & Compliance

• Coordinate with Compliance to ensure adherence to domicile-specific regulations
• Oversee preparation and filing of statutory financial statements and regulatory reports
• Maintain strong relationships with regulators and ensure adherence to captive insurance laws

Client Relationship Management

• Serve as the primary financial contact for clients, boards, and shareholders
• Present financial results and insights at board meetings
• Provide strategic financial guidance, including capital adequacy, dividend planning, and risk analysis

Leadership & Team Management

• Lead, mentor, and develop a team of finance and accounting professionals
• Manage workload allocation across multiple client engagements
• Foster a high-performance, client-focused culture

Strategic & Operational Support

• Support captive formations, feasibility studies, and financial modeling
• Partner with underwriting, actuarial, and operations teams
• Drive process improvements and implement best practices across the finance function

Qualifications

• Bachelor’s degree in Accounting, Finance, or related field (CPA strongly preferred)
• 8–12+ years of experience in insurance or captive management accounting
• Strong knowledge of GAAP, Statutory and IFRS accounting principles
• Experience with captive insurance structures (Single-parent, reinsurance, group captives, RRGs, etc.)
• Experience with lines such as GL, PL, Property, Workers Compensation and other non-traditional risks
• Proven leadership experience managing teams and client relationships
• Excellent communication and presentation skills

Preferred Experience

• Reinsurance Accounting experience
• Experience working with multiple domiciles (U.S. and offshore)
• Background in public accounting or consulting within insurance/captives
• Experience with financial systems and reporting tools

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