Remote Insurance Regulatory Counsel for Growth & Compliance

Boutique Recruiting; Tallahassee (FL); Hybrid; USD 115,000 - 190,000; Full time

Benefits offered by this job

Medical insurance

401(k) plan

Paid time off

Remote work option

Job summary

Boutique Recruiting is seeking a Regulatory Counsel to shape the future of a growing insurance organization and to influence regulatory affairs across states. The attorney will manage regulatory filings, advise on insurance laws, and support governance and contracts in a fast-growing environment.

Ideal candidates have insurance regulatory experience, strong legal judgment, and the ability to independently handle complex matters.

Qualifications

• JD from an ABA-accredited law school and active bar membership in the candidate's state of residence.
• Several years of experience practicing law, preferably within an insurance company, insurance regulatory practice, law firm, or government insurance department.
• Strong understanding of property and casualty insurance regulations, with experience navigating Florida insurance requirements or regulatory frameworks in other states.

Responsibilities

• Prepare, review, and track insurance regulatory submissions, policy form and rate filings, licensing applications, and other required documentation.
• Monitor Florida OIR requirements and regulatory developments across additional states, ensuring compliance with applicable insurance laws and filing deadlines.
• Manage regulatory inquiries, market conduct examinations and data calls while coordinating responses with internal teams and state insurance departments.
• Research and interpret state insurance codes, administrative rules and NAIC model laws, providing practical legal guidance on underwriting, claims and policy administration.
• Support corporate governance activities, including board and committee materials, resolutions, corporate records and regulatory documentation.
• Draft and review reinsurance agreements, vendor contracts and other commercial agreements, identifying legal risks and advising business stakeholders.
• Collaborate with underwriting, claims, actuarial and leadership teams to support new insurance products, regulatory expansion and ongoing compliance initiatives.

Skills

Legal research

Contract review

Organizational skills

Microsoft Office

Westlaw

Education

Juris Doctor (JD)

Tools

Westlaw

Microsoft Office

Job description

Position Title: Regulatory Counsel

We are seeking a knowledgeable and motivated Regulatory Counsel to join a growing legal team supporting a diverse portfolio of insurance operations. This role will focus on insurance regulatory compliance, state filings, licensing, corporate governance, and legal matters associated with expansion into new markets. The Regulatory Counsel will work closely with senior leadership, insurance regulators, and internal business teams to navigate complex regulatory requirements while supporting continued business growth.

The ideal candidate is a self-motivated attorney with experience in insurance regulatory law, corporate transactions, or compliance who thrives in an autonomous, fast-paced environment. This individual will bring strong analytical skills, sound legal judgment, and the ability to manage competing priorities with minimal oversight.

Salary Range: $110,000 - $190,000 / annually, DOE

Responsibilities

• Prepare, review, submit, and track insurance regulatory filings, including policy forms, rate filings, licensing applications, and other regulatory submissions
• Monitor Florida Office of Insurance Regulation (OIR) requirements and regulatory developments across additional states as business operations expand
• Interpret and apply state insurance codes, administrative rules, and NAIC model laws related to underwriting, claims, and policy administration
• Coordinate responses to regulatory inquiries, market conduct examinations, and data requests from state insurance departments
• Support corporate governance activities, including board and committee materials, resolutions, and maintenance of corporate records
• Draft, review, and negotiate reinsurance agreements, vendor contracts, and other complex commercial agreements
• Research proposed and enacted insurance legislation, evaluate potential business impacts, and provide practical legal recommendations
• Maintain accurate records of regulatory licenses, filings, correspondence, and compliance documentation across multiple jurisdictions
• Collaborate with underwriting, claims, actuarial, and executive teams to ensure insurance products and business practices meet applicable regulatory requirements
• Assist with corporate transactions, mergers and acquisitions, and organizational transitions as needed
• Conduct legal research and prepare clear, actionable guidance for senior counsel and business stakeholders
• Support the legal department in managing regulatory obligations associated with rapid business expansion
  
  

Requirements

• Juris Doctor (JD) degree from an ABA-accredited law school
• Active bar membership in the candidate's state of residence
• Several years of legal experience in insurance regulatory law, corporate law, transactional matters, or related practice areas
• Experience with insurance regulatory filings, corporate governance, mergers and acquisitions, complex commercial contracts, or compliance
• Strong understanding of legal research, contract interpretation, and regulatory requirements
• Ability to independently manage multiple legal matters while maintaining accuracy and meeting deadlines
• Excellent written and verbal communication skills with the ability to translate complex legal concepts into practical business guidance
• Strong organizational skills, attention to detail, and sound professional judgment
• Proficiency in Microsoft Office and legal research platforms such as Westlaw
• Self-directed, ambitious, and comfortable working in a results-driven environment
  
  

Preferred Qualifications

• Direct experience in property and casualty insurance regulatory law, including state regulatory filings
• Experience supporting domestic insurance carriers, particularly those operating in Florida
• Familiarity with the Florida Insurance Code, OIR procedures, and multistate insurance regulatory requirements
• Knowledge of NAIC model laws, SERFF, REFS, and Certificate of Authority procedures
• Experience with insurance licensing, product filings, and regulatory expansion into additional states
• Background in corporate transactions, mergers and acquisitions, corporate restructuring, or complex commercial agreements
• Experience gained through a law firm, insurance regulatory department, or in-house legal team
• Exposure to international regulatory matters
  
  

Benefits

• Competitive compensation based on experience and location
• Year-end discretionary bonus opportunities
• Comprehensive medical, dental, and vision insurance with multiple plan options
• 401(k) retirement plan with a 3% employer match and immediate eligibility
• 14 days of combined paid time off, with additional PTO consideration based on experience
• 12–13 paid holidays annually
• Remote work flexibility with opportunities to work from Florida offices
• Flexible Monday–Friday schedule based on individual time zone and business needs
• Annual performance reviews and opportunities for compensation increases
• Significant professional development and advancement opportunities as operations expand
• High degree of autonomy with a collaborative, experienced legal team
• Results-oriented work environment with limited unnecessary meetings
• No required travel
  
  

If you are an ambitious attorney looking to take ownership of meaningful regulatory matters while contributing to a rapidly expanding organization, we encourage you to apply and advance your legal career with a team that values independence, expertise, and results.