Job description
Warning: Fraudulent Job Adverts Beware of fraudulent activities claiming to represent Insurify. We are not associated with any entities soliciting personal information or payment. The safety of our job seekers is a top priority, and we actively work to prevent such incidents. Insurify will never request sensitive information or payment during the hiring process. Be cautious of text-only interviews, interviews conducted through Microsoft Teams, or suspicious offer letters. 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 start-up’s around the world
About you
You’re excited to help build and elevate a global design team. You care deeply about raising the bar for user experience and design craft. You’re eager to become a strategic partner to cross-functional peers and co-own the vision for the product you work on. You thrive on autonomy, ownership, and the opportunity to design with purpose.
This is a hybrid role that requires candidates to work from our Cambridge, MA office 3x per week.
How you will make an impact
- Champion a user-centered design approach across the organization.
- Lead the end-to-end design process—from research and strategy to prototyping and testing—for complex, high-impact product experiences.
- Define user needs and goals through Jobs to Be Done, user journeys, information architecture, wireframes, and high-fidelity interactive prototypes.
- Conduct in-depth user research (interviews, usability testing, analytics) to surface insights and solve real customer pain points.
- Collaborate closely with product managers, engineers, marketers, and stakeholders to ensure designs are both inspired and feasible.
- Communicate design rationale clearly and persuasively across all levels, including engineering, commercial, and executive stakeholders.
- Facilitate alignment, inspire teams, and drive clarity in ambiguous problem spaces.
- Stay current on UX trends and apply innovative thinking to solve complex challenges.
Who you are
5+ years of experience in product design (UI/UX, interaction, or visual), with at least 2–3 years working on consumer-facing products. Marketplace experience is a strong plus.
Proven ability to lead high-impact initiatives from concept to execution.
Strong motion or interaction design skillset.
Strong understanding and experience designing for AI-native experiences that span text, voice, and vision—and orchestrate agentic flows that plan, act, and learn with humans in the loop.
A portfolio that demonstrates:
- End-to-end ownership of consumer experiences
- Strategic thinking in complex systems (bonus: marketplace examples balancing user, advertiser, and partner needs)
- Experience designing for monetization or advertising
Strong communication and storytelling skills—your designs excite stakeholders and drive alignment.
Comfortable working independently while actively seeking feedback to strengthen your ideas.
Meticulous attention to detail, with experience contributing to and documenting within a design system.
Familiarity with user research and applying data to design decisions.
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
- Catered lunches in the office
We are proud to be an Equal Employment Opportunity and Affirmative Action employer.
