Head of Product Management- REMOTE

aiJerry.ai is a profitable, Series C, YC-backed tech startup with 5M+ customers and $240M in funding. We're building the first AI-powered advisor to manage all your physical assets. We started with car insurance in 2019, now we're expanding into new verticals (e.g. home, motorcycle, RV, boat) and accelerating our growth.The opportunity is massive — car insurance alone is a $300B market in the U.We spent the last few years building our supply (we work with 100+ insurance carriers) and our technical infrastructure (60% of policies today are sold automatically without human intervention, 90% of inbound customer inquiries are resolved via AI and automation). The next chapter is about accelerating our growth — going from 5M to 50M customers by 2030.The Growth team owns the entire customer sign-up and purchase funnel for our car insurance marketplace, and drives how millions of people discover, evaluate, and become a Jerry customer.Our funnel is healthy but our product is becoming increasingly complex as we onboard new insurance carriers and expand into insurance for other asset classes (home and motorcycle). We need an additional Product Manager who can take on product walkthroughs, user feedback synthesis, new feature builds, product launches, and funnel improvements as we continue growing.You'll conduct structured product walkthroughs to map user journeys and identify friction points. And you'll drive bug triage and resolution with engineering, making sure quality issues are prioritized and closed.You'll also contribute to A/B testing and experiment design, partner with Design and Engineering to ship experiences that balance speed, clarity, and trust, and help translate ambiguous customer problems into clear hypotheses and requirements.The engineering team is partly based overseas. Fast shipping culture: Products that take 6-12 months to ship elsewhere, we launch in 1-2 months. Customer-centric: You find customer feedback intrinsically interesting and not some box to check. ability to pull, structure, and interpret data independently.Strong written and verbal communication skills, including the ability to synthesize messy signals into clear recommendationsWillingness to maintain regular daily overlap with global business hours for engineering coordinationWhile we appreciate your interest and application, due to the volume of applications we receive, only applicants under consideration will be contacted.Please note: Jerry.ai is only able to hire full-time salaried employees who currently reside in AZ, CA, CO, FL, GA, IL, MA, NC, NJ, NV, NY, OR, TN, TX, UT, VA, or Ontario, Canada, and full-time hourly employees who currently reside in AZ, FL, GA, NV, NY, NC, TN, TX, UT, or VA. Unfortunately, we cannot accept applications from candidates residing elsewhere at this time.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.Jerry.ai is 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 us at View email address on click.appcast.io successful candidate's starting pay will fall within the pay range listed on this job posting, determined based on job-related factors including, but not limited to, skills, experience, qualifications, work location, and market conditions. In addition to base salary, the compensation may include opportunities for equity grants.We offer a comprehensive benefits package to regular employees, including health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, and wellness benefits, among others. Equity opportunities may also be part of your total rewards package. Part-time, contract, or freelance roles may not be eligible for certain benefits.About Jerry.ai: Your car and your home are your most expensive assets. Imagine having a trusted friend in your pocket who takes care of everything: they find you the right car or home at the right price, lock in the best insurance rate without you lifting a finger, remind you before that service appointment turns into an expensive repair or, worse, an accident, and help you sell at the best price when the time is right. Jerry is building the first AI agent to manage all your physical assets. We started with car insurance in 2019, became one of the top 3 brokers in the U.We've reached 5M+ customers, raised $240M+, and have been profitable since 2024. We're now expanding into home, motorcycle, RV, and beyond.We're fully remote with offices in Palo Alto, New York, Chicago, and Toronto.