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VP/SVP, Insurance Compliance

Company Description

Lightstone, founded by David Lichtenstein, is one of the most diversified privately held real estate companies in the United States. Headquartered in New York City, Lightstone is active in 27 states across the country, developing, managing, and investing in all sectors of the real estate market, including residential, hospitality, commercial, and retail. With nearly $12 billion in assets under management, Lightstone's portfolio currently includes over 15 million square feet of industrial, logistics, life sciences, and commercial properties, over 25,000 residential units, and over 5,100 hotel keys.

Lightstone's insurance operations comprise a growing multi-entity group of domestic and international insurance companies. The group includes an Arizona-domiciled P&C insurer, an international insurer operating under the Puerto Rico International Insurance Center, a recently acquired 50% interest in a Kansas City-based life and retirement company, and a new life and annuity insurance company currently being formed in either Oklahoma or Arizona.

For more information, please visit www.lightstonegroup.com.

Position Summary

Lightstone 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 Responsibilities

Multi-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

Qualifications

Required

• 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 & Benefits

Offered 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