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Jerry

Staff Product Designer

Jerry, Boston, Massachusetts, us, 02298

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Overview

Staff Product Designer role at Jerry. Why Jerry

Jerry is building the first AI-powered assistant to make car ownership accessible and affordable for 80% of Americans. We are reimagining the entire ecosystem for buying, owning, and maintaining a car—from insurance and financing to maintenance and safety. We launched our app in 2019, reached profitability in 2024, and are on track to become a $10B company by 2030. What You’ll Work On

Drive measurable gains in user engagement and onboarding across Jerry’s core offerings (shop, safety, repairs) by crafting delightful, frictionless experiences. Ship 0→1 features that modernize car care for the everyday car owner. Conduct and synthesize user research (qual + quant), rapidly prototype in Figma, and validate solutions with usability testing and A/B experiments. Raise the UX quality bar across the board: clarity, speed, and consistency. Thoughtfully apply AI to make Jerry faster, clearer, and more helpful. Who You’ll Work With

Art Agrawal (CEO & Head of Product) — your direct manager until we hire our first Head of Design. Patrick Westwood (Founding Designer) who has already taken Jerry from 0 to 5M users. A broader product org of 11 product managers, 55 engineers, and 12 product analysts/data scientists, all driven to build the best-in-class consumer experience. What We’re Looking For

A portfolio that demonstrates strong visual taste, thoughtful UX, and shipped work in consumer-facing products. Ability to break down complexity and design flows that feel simple, clear, and trustworthy. Experience running user research, prototyping, and testing end to end. Comfort working with engineers and product managers to ship at speed. Bonus: experience in marketplaces, fintech, mobility, or other consumer apps with high complexity. Equal Opportunity

Jerry.ai is proud to be an Equal Employment Opportunity employer. We prohibit discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity, gender expression, age, veteran status, disability, genetic information, or other characteristics protected by applicable local, state or federal laws. We are committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, please contact recruiting@jerry.ai. About Jerry

Jerry.ai is America’s first and only super app to simplify car ownership. We are redefining how people manage owning a car, backed by AI/ML to improve insurance, financing, maintenance, and safety. We have more than 5 million customers and a 4.7 rating across app stores.

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