Director of Alternative Capacity Finance and Operations

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Director / Senior Manager – Alternative Capacity Finance & Operations

Reciprocal, Sidecar & Alternative Capacity Vehicles

Position Summary

We are seeking an experienced insurance professional to lead financial and operational oversight across a reciprocal exchange, sidecars, and alternative capacity vehicles. This is a high-impact role for a leader who can bring structure, discipline, and transparency to complex risk-bearing platforms by establishing strong governance, effective controls, and clear operating frameworks while also helping business leaders better understand performance, risk, and opportunities across the portfolio.

The ideal candidate brings deep experience in insurance financial operations, delegated authority environments, and alternative risk transfer structures, along with the judgment to identify risk, strengthen oversight, and translate data into actionable insights. This individual will play a key role in enhancing financial integrity, driving performance transparency, and building scalable control frameworks that not only support disciplined execution, but also improve decision-making, operational efficiency, and long-term value creation across multiple capacity platforms.

Key Responsibilities

Governance, Controls & Compliance

• Design and implement governance frameworks and operational oversight processes that strengthen control, improve transparency, and support scalable execution across insurance capacity vehicles
• Establish and monitor key controls related to delegated authority, financial reporting, and operational execution, while using those controls to surface trends, exceptions, and opportunities for improvement
• Partner with legal, compliance, and regulatory teams to ensure adherence to regulatory, contractual, and reporting requirements
• Coordinate audits, regulatory examinations, and third-party reviews
• Oversee service-level agreements (SLAs) and delegated authority standards, ensuring compliance while improving partner performance, accountability, and operating consistency
• Identify operational risks and drive mitigation strategies, process improvements, and control enhancements that reduce friction and strengthen business performance

Financial & Operational Oversight

• Lead oversight of financial operations across reciprocal exchanges, sidecars, captives, and alternative capacity vehicles, ensuring disciplined execution and clear visibility into performance drivers
• Monitor key financial and operational metrics, including:
  • Premium flow and revenue recognition
  • Loss activity and reserve development
  • Reinsurance settlements and recoverables
  • Collateral and trust account balances
  • Expense allocations and profitability
• Partner with accounting and finance teams to support monthly, quarterly, and annual close processes
• Review and validate bordereaux, underwriting performance data, and program-level KPIs to identify emerging issues, improve reporting quality, and support timely decision-making
• Develop and maintain reporting packages for senior leadership that translate financial and operational data into clear insights on performance, risk, and value creation opportunities
• Oversee cash management processes, including trust account monitoring and reconciliations
• Ensure operational alignment across MGAs, carriers, TPAs, reinsurers, and third-party administrators to strengthen execution, improve information flow, and support consistent performance

Strategic & Cross-Functional Leadership

• Partner with underwriti