VP/SVP, Insurance CompliancePosition SummaryLightstone is seeking an experienced VP or SVP of Insurance Compliance to manage regulatory compliance across its growing multi-entity insurance and reinsurance group. Reporting to senior leadership, this individual will be responsible for the day-to-day compliance function across a portfolio of domestic P&C, life and annuity, and international insurance companies. The ideal candidate is a hands-on compliance professional with deep regulatory knowledge, strong relationships with state insurance departments, and the ability to keep a complex, multi-jurisdictional insurance operation in good standing with its regulators.
This position reports to the General Counsel and/or Chief Executive Officer.
Key ResponsibilitiesMulti-Entity Regulatory Compliance- 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
Examination & Regulatory Relations- 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
- Respond to regulatory inquiries and work to resolve issues before escalation
- Prepare, review, and submit all required regulatory filings across all entities and jurisdictions on a timely basis
Transactions, Structures & Agreements- Review transactions, inter-company agreements, affiliated arrangements, and reinsurance contracts for regulatory compliance - the group operates primarily as a reinsurance business
- Support domicile selection, licensing, and regulatory structuring for the new life and annuity company formation
- Ensure all inter-company transactions and agreements are properly structured, documented, and filed in accordance with applicable law
Financial, Investment & Statutory Compliance- Monitor investment management and structuring across entities for compliance with applicable investment laws and statutory requirements
- Support statutory accounting compliance and the accuracy of regulatory financial reporting
- Review day-to-day transactions across the group for compliance with applicable laws, regulations, and company policies
- Escalate financial compliance issues to senior leadership and outside counsel as appropriate
Policies, Training & Compliance Program- 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
- Coordinate with outside regulatory counsel and compliance consultants as needed
QualificationsRequired- 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
Strongly Preferred- Juris Doctor (J.D.) degree from an accredited law school; active bar membership preferred but not required
- Prior experience working for or with a state insurance department or the NAIC
- Experience with both P&C and life/annuity compliance
- Experience supporting insurance company acquisitions or formations
- Familiarity with reinsurance structures and related regulatory considerations
Personal Attributes- Detail-oriented and proactive with a practical, solutions-focused approach
- Comfortable managing multiple priorities across entities and jurisdictions in a fast-paced, entrepreneurial environment
- High integrity and sound judgment; a reliable resource for senior leadership on compliance matters
- Strong independent work ethic with excellent attention to detail
Compensation & BenefitsOffered salary commensurate with experience, plus discretionary bonus.
$175 - $200k
Lightstone offers our employees a comprehensive and competitive benefits program inclusive of:
- 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
