VP of Legal

Why us? 

Insurify is one of the America’s fastest-growing MIT FinTech startups and has been recognized as one of Inc. 5,000’s fastest-growing private companies in America in 2025, 2024, 2023, 2022 and 2021, Forbes Fintech 50 List for 2023, 2022, and 2021, Forbes Next Billion Dollar Startups of 2022 global and Top 100 InsurTech company. We’re changing the way millions of people compare, buy and manage insurance with artificial intelligence, technology, and superior product design.

Our company vision is to be recognized as the preeminent and most trusted digital agent for insurance comparison, purchase, and management. Our team is critical to achieving our vision and fostering the right culture is essential to our team’s success.

Join us if you like: 

• $1.3 Trillion market opportunity
• MIT alumni founders
• Female-led startup
• $130M total funding
• Strong leadership team with experience from many successful startups around the world

About the Role

We are seeking an experienced and pragmatic VP of Legal. This position will play a critical role in ensuring compliance across all aspects of our business, with a particular focus on regulations impacting marketing, customer communications, data handling, and insurance partnerships. You’ll partner cross-functionally with Marketing, Product, and Business Development teams to proactively mitigate risk and enable compliant innovation in a fast-paced, consumer-centric environment.

This is a hybrid position that requires candidates to be able to come into our Cambridge, MA office.

Key Responsibilities

Compliance & Regulatory

• Provide day-to-day legal guidance on federal and state compliance requirements, including:
• Design and support implementation of internal policies and procedures to support regulatory compliance and risk mitigation.
• Partner with Compliance and Engineering teams to assess data flows and privacy practices.

Insurance Industry

• Draft, review, and negotiate carrier partnership agreements, including licensing, commission structures, and data-sharing terms.
• Advise on advertising claims, savings comparisons, and marketing language involving insurance products to ensure compliance with state insurance laws and advertising standards.
• Counsel on sales practices and consumer experience, ensuring alignment with regulatory expectations and ethical standards.
• Provide guidance on evolving state and federal insurance regulations and support licensure matters as needed.

Cross-functional Collaboration

• Serve as a strategic advisor to internal stakeholders including Marketing, Product, and Sales teams.
• Support internal training initiatives related to advertising compliance, privacy, and marketing best practices.
• Assist with regulatory examinations, audits, and responses to inquiries or enforcement actions, as applicable.

Qualifications

• Juris Doctor (JD) from an accredited law school; active license to practice law in at least one U.S. jurisdiction.
• 6–8 years of relevant legal experience, with a blend of in-house and law firm experience preferred.
• Significant experience advising on marketing and privacy compliance, including TCPA, CIPA, and data privacy regulations.
• Demonstrated understanding of the insurance industry, especially regarding carrier relationships, advertising review, and sales compliance.
• Strong contract drafting and negotiation skills.
• Ability to translate complex legal concepts into practical, actionable advice for non-legal stakeholders.
• Self-starter with excellent judgment, attention to detail, and the ability to manage multiple projects with competing priorities.

Preferred Qualifications

• Experience with digital consumer platforms, fintech, or insurtech companies.
• Familiarity with state insurance department regulations and NAIC model laws.
• Comfort working in a dynamic, fast-paced, and highly regulated environment.

Benefits:

• Competitive compensation
• Generous stock options
• Health, Dental Coverages
• 401K plan with match
• Unlimited PTO
• Generous company holiday calendar
• Learning & Development Stipends
• Paid Family Leave
• Social impact volunteer time and donation matches
• Catered lunches in the office
• Free snacks and beverages every day in office

Insurify is committed to offering a fair, competitive, and transparent compensation program that supports our mission to attract, retain, and motivate top talent. Our compensation philosophy is guided by several factors including a candidate’s relevant experience, education/training, job-related skills, and location.

In addition to the base salary our total compensation package includes health coverage, retirement contributions, and additional wellbeing benefits. Some positions may be eligible for company equity.

Below is the base compensation range for US locations:

$200,000-$225,000