Director of Compliance

Ledgebrook

. Provide practical compliance advice, services, and oversight to support the launch of Stonehaven Specialty Insurance Company.

Posted 9/29/2026full-timeRemote • United StatesLead💰 $150,000 - $250,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates extensive experience in compliance within the insurance sector, with a strong focus on U.S. insurance laws and regulations. Capable of providing oversight, managing compliance risks, and preparing detailed reports for stakeholders.

Highest-signal resume keywords

Compliance ManagementU.S. Insurance Laws/RegulationsDelegated Authority UnderwritingAnalytical Problem-SolvingCommunication Skills

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Compliance OversightRegulatory Requirements ManagementPolicy Form DirectionDue Diligence ParticipationInsurance Licensing Management

Soft Skills

Analytical AbilitiesProblem-Solving SkillsProfessionalismIntegrityAgility in Prioritization

Certifications & Qualifications

CCEP

Industry Keywords

Surplus Lines InsurersProgram AdministratorManaging General AgentInsurance BrokerageThird-Party Agreements

About the role

Key responsibilities & impact

Provide practical compliance advice, services, and oversight to support the launch of Stonehaven Specialty Insurance Company.
Report to the Chief Operating Officer, with a dotted line to the Chief Risk Officer for risk oversight.
Work closely with the Stonehaven Programs team and collaborate with Ledgebrook’s Legal, Regulatory and Compliance Department.
Provide direction and oversight regarding Stonehaven’s policy forms, notices, and related materials.
Participate in due diligence and vetting of Program Administrator/Managing General Agent opportunities.
Manage the repository of third-party agreements and track associated compliance and regulatory requirements.
Prepare monthly status reports on adequacy for stakeholders and quarterly reports for board presentation.
Manage and assist with required insurance licensing matters for Stonehaven.
Collaborate on material or enterprise-related legal, regulatory, and compliance matters.
Monitor, mitigate, and remediate compliance risks across Stonehaven and the wider Ledgebrook organization.

Requirements

What you’ll need

Minimum of 7 years of experience in a compliance role, preferably for a (re)insurance company, insurance brokerage firm or program administrator/managing general agent
Strong knowledge of U.S. insurance laws/regulations applicable to surplus lines insurers
Experience with delegated authority underwriting, including fronting arrangements.
Excellent written and verbal communication skills.
Exceptional analytical and problem-solving abilities.
Agility to manage multiple priorities and deadlines effectively.
High degree of professionalism, ethics, and integrity.
Relevant professional designations, such as CCEP, are nice to have.
Authorized to work in the United States without current or future employer-sponsored work authorization.

Benefits

Comp & perks

Full remote flexibility and asynchronous work culture.
Unlimited PTO and fully paid sick leave.
Comprehensive health benefits, including medical, dental, and vision coverage, plus HSA and FSA options.
Additional financial protection and retirement benefits, including a 401(k), company-paid life insurance, and disability coverage.
Eligibility to participate in Ledgebrook’s equity incentive program.