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Corporate Counsel

Sagesure

Cheshire, Connecticut, United States; Chicago, Illinois, United States; Jersey City, New Jersey, United States; Tallahassee, Florida, United States (Cheshire, CT, Chicago, IL, Jersey City, NJ, Tallahassee, FL) permanent

Posted: December 18, 2025

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Job Description

Overview:

We are seeking an experienced and highly skilled Insurance Regulatory In-House Counsel to join our legal team. This position will be responsible for providing legal counsel and strategic guidance on a wide range of regulatory issues affecting the company’s operations within the insurance industry. The ideal candidate will have 7-10 years of experience in insurance regulatory law, including experience with state and federal regulations and compliance.

This is a unique opportunity for a seasoned legal professional to play a critical role in shaping the company’s regulatory strategy, ensuring compliance with evolving insurance laws, and helping the organization navigate complex legal and regulatory landscapes.

What you’d be doing:

• Provide legal advice and support on regulatory matters impacting the insurance industry, including surplus lines, licensing, product filings, and regulatory inquiries.

• Advise senior management and business teams on the implications of changes in state and federal insurance laws and regulations.

• Draft and review regulatory responses, contracts, and insurance-related documents to ensure compliance with applicable laws and regulations.

• Assist with regulatory investigations and inquiries

• Work closely with internal business units (e.g., product development, compliance, underwriting, claims) to ensure that regulatory requirements are met and business goals are achieved.

• Monitor legislative and regulatory developments at both the state and federal levels and provide proactive advice on how changes may impact business operations.

• Assist in the development and implementation of internal policies, procedures, and training programs to ensure compliance with applicable regulations.

• Collaborate with external counsel and industry groups on regulatory matters, including advocacy, policy development, and strategic initiatives.

• Manage legal risks associated with regulatory issues and provide creative, business-oriented solutions to complex legal challenges.

We’re looking for someone who has:

• J.D. from an accredited law school and admission to the bar in the relevant jurisdiction.

• 7-10 years of experience practicing insurance regulatory law, either in-house or in a law firm with a focus on insurance, financial services, or regulatory law.

• Deep knowledge of state and federal insurance laws, regulations, and industry best practices (e.g., NAIC model laws, state-specific insurance code).

• Strong analytical skills and the ability to interpret complex insurance regulatory requirements and communicate them effectively to internal stakeholders.

• Excellent written and verbal communication skills, with the ability to present legal concepts in a clear and concise manner.

• Proven ability to manage multiple projects, prioritize effectively, and meet deadlines in a fast-paced, dynamic environment.

• Strong interpersonal skills and the ability to collaborate effectively with cross-functional teams.

• Experience in regulatory litigation or enforcement matters is a plus.

• Knowledge of insurance products (property and casualty) and the regulatory landscape in these areas is highly desirable.

Highly preferred candidates also have:

• Master’s degree in law, regulatory affairs, or a related field.

• Familiarity with emerging issues in the insurance industry, including cybersecurity, environmental, social, and governance (ESG) matters, and the intersection of technology and insurance.

About SageSure:

Named among the Best Places to Work in Insurance by Business Insurance for four years in a row (2020-2023), SageSure is one of the largest managing general underwriters (MGU) focused on catastrophe-exposed markets in the US. Since its founding in 2009, SageSure has experienced exceptional growth while generating underwriting profits for carrier partners through hurricanes, wildfires, and hail. Available in 16 states, SageSure offers more than 50 competitively priced home, flood, earthquake, and commercial products on behalf of its highly rated carrier partners. Today, SageSure manages more than $1.9 billion of inforce premium and helps protect 640,000 policyholders.

SageSure has more than 1000 employees working remotely or in-office across nine offices: Cheshire, Connecticut; Chicago, Illinois; Cincinnati, Ohio; Houston, Texas; Jersey City, New Jersey; Mountain View, California; Marlton, New Jersey; Tallahassee, Florida; and Seattle, Washington.

SageSure offers generous health benefits and perks, including tuition reimbursement, wellness allowance, paid volunteer time off, a matching 401K plan, and more.

SageSure is a proud Equal Opportunity Employer committed to building a workforce that reflects the spectrum of perspectives, experiences, and abilities of the world we live in. We recognize that our differences make us strong, and we actively seek out diverse candidates through partnerships with organizations, institutions and communities that represent various backgrounds. We champion belonging and inclusion for all identities, including, but not limited to, race, ethnicity, religion, sexual orientation, age, veteran status, ability status, gender, and country of origin, striving to create a culture where all individuals feel valued, respected, and empowered to bring their authentic selves to work.

Our nimble, highly responsive culture nurtures critical thinkers who run toward problems and engineer solutions. We relentlessly pursue better outcomes by investing in the technology, talent, and tools that position us to succeed in demanding markets. Come join our team! Visit sagesure.com/careers to find a position for you.

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