Vice President, Insurance Compliance

Lightstone

VP/SVP managing regulatory compliance across diverse insurance and reinsurance entities. Overseeing compliance functions and interactions with regulatory bodies while reporting to senior leadership.

Posted 7/3/2026full-timeNew York City • New York • 🇺🇸 United StatesLead💰 $175,000 - $200,000 per yearWebsite

About the role

Key responsibilities & impact

Manage ongoing regulatory compliance across all entities in the insurance group
Monitor, interpret, and apply insurance laws and regulations across all relevant jurisdictions, including Arizona, Indiana, Oklahoma, and Puerto Rico
Ensure all holding company structures, inter-company agreements, affiliated transactions, and enterprise arrangements comply with applicable insurance holding company acts and related statutes
Support compliance oversight for the international insurer operating under the Puerto Rico International Insurance Center framework
Lead preparation for and management of all state regulatory examinations, including financial and market conduct examinations
Act as a primary point of contact with applicable insurance departments and regulatory bodies
Maintain examination readiness programs; ensure all companies are in a continuous state of audit preparedness
Prepare, review, and submit all required regulatory filings across all entities and jurisdictions on a timely basis
Review transactions, inter-company agreements, affiliated arrangements, and reinsurance contracts for regulatory compliance
Support domicile selection, licensing, and regulatory structuring for the new life and annuity company formation
Monitor investment management and structuring across entities for compliance with applicable investment laws and statutory requirements
Develop and maintain compliance policies, procedures, and internal controls across all entities
Maintain a compliance calendar tracking all regulatory deadlines, renewal dates, and filing obligations
Provide compliance guidance and training to management and staff

Requirements

What you’ll need

Minimum 5-8 years of insurance regulatory compliance experience
Working knowledge of NAIC model laws, insurance holding company acts, and multi-state regulatory practices
Experience with state insurance department examinations, whether as a regulator, examiner, or company-side compliance professional
Ability to manage compliance obligations across multiple entities and jurisdictions simultaneously
Strong analytical and writing skills; ability to produce clear regulatory memoranda, compliance summaries, and management-level reports
Sound judgment and effective communication skills with regulators, management, and outside counsel

Benefits

Comp & perks

Paid time off for vacation and sick leave
Health, dental, and vision insurance, and wellness programs
401(k) and Roth retirement plans
Flexible spending accounts (medical & dependent care)
Life and AD&D insurance with options for supplemental employee, spouse, and child
Long-term and short-term disability insurance
Commuter spending accounts (transit and parking)
Tuition assistance and employee assistance program

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Hard Skills & Tools

Regulatory Compliance ManagementCompliance Policy DevelopmentInter-Company Agreement ReviewRegulatory Memoranda ProductionAudit PreparednessInvestment Management ComplianceCompliance Calendar MaintenanceRegulatory StructuringFinancial Examination ManagementMarket Conduct Examination Management

Soft Skills

Effective CommunicationSound JudgmentAnalytical SkillsWriting Skills