What are the responsibilities and job description for the Head of Compliance position at Oliver James?
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
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
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
- 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
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