People Operations Generalist owning multi - state compliance, payroll, benefits, and handbook operations. Helping Jerry.ai, an AI - powered physical - asset advisor, redesign HR workflows with AI.

At Jerry, we’re building a car ownership super app that puts comparison shopping, financing, driving, maintenance and parking solutions at your fingertips and savings in your wallet.
We believe drivers deserve better.
Why can’t shopping for insurance, financing and maintaining your vehicle be a click, a swipe or a text away? It should be.
We’re making that happen.
Our custom artificial intelligence, machine learning and bots allow us to provide the best, personalized service for all car ownership needs.
The Jerry team’s focus on customer experience results in exceptional transaction speed.
With our first product, Jerry redesigned and disrupted the century-old car insurance process, turning stacks of pages and hours of calls into a handful of clicks.
That’s why we’re the only car insurance marketplace that gives you the best, customized quotes from more than 55 name-brand insurance carriers in 45 seconds.
Jerry helps drivers shop for the best price, compare against current coverage, purchase without a single phone call (unless you want one!) and maintain the best policy for your needs.
Led by serial entrepreneurs, tech elite alumni, and fintech, insurtech and auto experts, Jerry attracts people driven to create a customer experience that makes people happy by saving them money and time.
And it’s working.
Jerry is the #1 rated and most downloaded app in the category.
With headquarters in the heart of Silicon Valley, offices in Toronto and Buffalo, and remote team members in four countries, Jerry has removed physical location from recruiting restraints to capture top talent.
Join us.
Awards:
-One of only 50 U.S.
startups to be named a LinkedIn Top Startup 2021.
-Featured as one of 150 fastest-growing companies to accelerate your career by Otta in 2021.
-Included in Forbes and Statista America’s Best Startup Employers 2022.
-Ranked on Y-Combinator Top Companies List 2022.
-Art Agrawal Named on of The Top 25 InsurTech CEOs 2022.
Browse and apply for open jobs at Jerry.
People Operations Generalist owning multi - state compliance, payroll, benefits, and handbook operations. Helping Jerry.ai, an AI - powered physical - asset advisor, redesign HR workflows with AI.
HR Generalist owning multi - state compliance, payroll, benefits, and handbook operations. Helping Jerry.ai, an AI - powered physical - asset advisor, redesign HR processes with AI.
Strategic Finance Manager owning forecasts, operating models, and opportunity analysis at Jerry, an AI - powered advisor for car, home, and motorcycle ownership.
Remote Sales Agent guiding customers to tailored auto, home, motorcycle, and specialty insurance coverage. Selling policies through Jerry.ai’s 55+ carrier partners.
Insurance compliance lead overseeing regulatory complaints, carrier audits, and escalation operations. Jerry’s AI - powered car - insurance app serves over 5 million customers.
Senior Data Scientist driving analytics, experiments, and business decisions for Jerry.ai’s AI - powered physical - asset management app. Embedded across growth, product, AI, or strategic partnerships.
Senior Associate using SQL, machine learning, and A/B testing to drive growth for Jerry.ai’s car - ownership super app. Shaping acquisition, product, and operational strategies through data - driven analysis.
Senior BizOps & Analytics Manager driving analytics, experiments, and strategic decisions at Jerry.ai. Scaling its AI - powered platform for cars, homes, motorcycles, and other physical assets.
Senior BizOps and Analytics manager embedding with growth, product, AI, or partnerships at Jerry.ai. Driving data - informed decisions for its AI - powered physical - asset management platform.
Reddit Social Media Manager building Jerry’s authority across automotive and finance communities. Creating trusted content and insights for Jerry’s AI - powered car - ownership platform.
Staff Data Scientist driving analytics across growth, product, AI, and partnerships. Helping Jerry.ai scale its AI - powered platform for managing cars, homes, and other physical assets.
Senior Product Manager building emerging insurance and asset - ownership products at Jerry.ai, an AI - powered advisor for physical assets. Driving products from concept through product - market fit and scale.
Software Architect building next - generation AI agents and automation for Jerry.ai’s insurance marketplace. Scaling voicebots, LLM systems, and external - system workflows across physical - asset services.
AI Product Engineer building next - generation chatbot, voicebot, and workflow automation for Jerry.ai’s AI - powered insurance platform. Shipping LLM systems that manage customers’ physical assets.
AI Systems Architect building next - generation voice, chatbot, and document - validation automation for Jerry.ai’s AI - powered asset - management platform. Scaling LLM systems across insurance and new asset verticals.
Customer Experience Advocate helping Jerry.ai simplify car and home insurance through its app. Handling calls, policy service requests, coverage guidance, and customer feedback remotely.
Business development manager expanding partnerships for Jerry’s AI - powered car and home asset super app. Driving partner growth, performance optimization, negotiations, and strategic collaborations.
Director building complex partnerships for Jerry.ai’s AI platform managing cars, homes, and other physical assets. Owning pipeline development, deal structuring, closing, and partner success.
Insurance Sales Agent helping Jerry.ai customers compare and bind auto, home, motorcycle, and specialty coverage. Delivering consultative support through Jerry.ai’s insurance marketplace.
Product Manager improving Jerry.ai’s AI - powered insurance marketplace growth funnel. Owning customer insights, experiments, launches, and product delivery across expanding asset - insurance verticals.