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Jerry

Verified Job Source

Building the first AI-powered advisor to manage all your physical assets.

Palo Alto, CA

Software Development
201–500 people

About

Jerry is building the first AI-powered advisor to manage all your physical assets. Your car, home, and motorcycle aren't just purchases, they're the physical embodiment of the life you've worked hard to build. Yet the experience of owning them is stuck in the 90s. Every step of the journey — buying, insuring, maintaining, repairing, selling — is fragmented, complicated, and expensive. 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, and help you sell at the best price when the time is right. That friend is Jerry. We started with car insurance in 2019, became one of the top 3 brokers in the U.S., then added driving insights, diagnostics, and a repair marketplace. We've reached 5M+ customers, raised $240M+, and have been profitable since 2024. We're now expanding into home, motorcycle, RV, and beyond. Led by serial entrepreneurs and backed by Y Combinator, our team comprises talented and big-hearted leaders from places like Nvidia, Meta, Amazon, BCG, McKinsey, Bain, and GEICO. Our culture is the #1 reason people join Jerry and stay — we are a small and mighty team of competitive but kind people who think and act like owners, care deeply about the quality and impact of our work, and are relentless in our pursuit of learning and mastery over our craft. We are proud to consistently rank as one of Y Combinator's Top Companies, Forbes and Statista's Best Startup Employers, and to have received other accolades in fintech and insurtech innovation, workplace culture, and leadership. We are a remote-first company, but if you prefer in-person or hybrid, we also have offices in Palo Alto, New York City, Chicago, and Toronto. Visit jerry.ai/careers/ for more information.

Open positions

People Ops Generalist

Remote · Arizona, United States, California, United States, Colorado, United States, Florida, United States, Georgia, United States, Illinois, United States, Massachusetts, United States, Nevada, United States, New Jersey, United States, New York,…

Manage day-to-day employee lifecycle operations, including onboarding, offboarding, employee records, benefits administration, compliance filings, and HR documentation. Support employees and People Operations colleagues, research employment requirements, help develop policies, and improve HR processes and employee engagement initiatives.

Strategic Finance Manager

Remote · Ontario, Canada

Own the driver-based operating model, annual and long-range planning, forecast cycles, variance analysis, executive reporting, and business reviews. Evaluate new products, markets, channels, partnerships, and vendor spending through financial modeling, unit economics, investment analysis, and corporate development support.

Software Architect, AI & Automation

Remote · Arizona, United States, California, United States, Colorado, United States, Florida, United States, Georgia, United States, Illinois, United States, Massachusetts, United States, Nevada, United States, New Jersey, United States, New York,…

Lead the development of next-generation AI agents and backend workflow automations for insurance quoting and document validation. Evaluate and deploy emerging AI technologies and partner with OpenAI to implement advanced voice models and system navigations.

Manager, Business Development and Partnerships

Remote · Arizona, United States, California, United States, Colorado, United States, Florida, United States, Georgia, United States, Illinois, United States, Massachusetts, United States, Nevada, United States, New Jersey, United States, New York,…

The manager will strategically manage and strengthen existing partnerships while identifying and securing high-value new collaborations. They will also collaborate with cross-functional teams to execute partnership strategies and optimize performance using data-driven insights.

AI Systems Architect

Remote · Arizona, United States, California, United States, Colorado, United States, Florida, United States, Georgia, United States, Illinois, United States, Massachusetts, United States, Nevada, United States, New Jersey, United States, New York,…

You will lead the development of next-generation AI systems, including conversational agents and backend workflow automation for insurance transactions. This role involves evaluating emerging AI technologies and partnering with OpenAI to deploy advanced voice models and automation tools.

AI Product Engineer

Remote · Arizona, United States, California, United States, Colorado, United States, Florida, United States, Georgia, United States, Illinois, United States, Massachusetts, United States, Nevada, United States, New Jersey, United States, New York,…

Lead the development of next-generation AI systems, focusing on automating insurance quoting and document validation. You will evaluate emerging AI technologies and partner with OpenAI to deploy advanced voice models and workflow automations.