Head of Compliance
Oliver James
New York, NY (In Person)
Full-Time
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Job Description
Head of Compliance - Insurance (P&C / Specialty) We are partnering with a well-established, specialty insurance organization seeking a Head of Compliance to lead and evolve its enterprise compliance function across multiple U.S. jurisdictions and select international operations. This is a high-impact leadership role responsible for building and maintaining a modern, scalable compliance framework that supports a complex insurance platform operating across admitted and non-admitted markets. The successful candidate will serve as a key advisor to executive leadership and act as the primary point of contact for regulatory engagement, governance, and enterprise compliance oversight. Key Responsibilities Lead the enterprise compliance function across multi-state insurance operations, including admitted and non-admitted business Develop, enhance, and maintain a comprehensive compliance framework, including policies, procedures, controls, and governance structures Oversee regulatory filings, licensing, and state reporting requirements across all relevant jurisdictions Act as primary liaison with state Departments of Insurance and other regulatory bodies, including exam management and regulatory inquiries Own and evolve the compliance risk assessment process in partnership with ERM, Legal, and Internal Audit Lead regulatory change management and ensure timely implementation across the organization Design and deliver compliance monitoring, testing, and reporting programs, including board and executive-level reporting Oversee compliance aspects of third-party relationships, including MGAs, brokers, vendors, and distribution partners Support product development and business initiatives by providing compliance guidance on forms, rates, and regulatory requirements Build and lead a high-performing compliance team as the organization continues to scale Partner cross-functionally with Legal, Risk, Operations, Underwriting, and Technology to embed compliance into business processes About You 10-20+ years of experience in insurance compliance, regulatory affairs, or related legal/regulatory leadership roles Strong background in property & casualty insurance (admitted and/or surplus lines experience strongly preferred) Demonstrated experience interacting directly with regulators and managing market conduct or regulatory examinations Proven ability to build or significantly enhance compliance programs in a dynamic or growing organization Strong understanding of multi-state regulatory frameworks, including licensing, filings, governance, and reporting obligations Comfortable operating in both strategic and hands-on capacities within lean or evolving teams Strong executive presence with experience presenting to senior leadership or board-level stakeholders Why This Role This is an opportunity to step into a highly visible leadership position with significant ownership across compliance, governance, and regulatory strategy. The role offers the chance to shape a compliance function within a complex insurance environment and directly influence how the organization navigates regulatory and operational risk as it continues to grow. Apply Now