Vice President, Insurance Compliance

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

Originally posted on Himalayas