Staff Data Scientist

Why We Exist

Your car and your home are your most important assets, yet the experience of owning them is stuck in the 90s. Every part of the journey — buy/sell, insurance, maintenance, repairs — is fragmented, complicated, and expensive.

Jerry.ai is building the first app to manage it all. 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+, scaled revenue 70X, and became profitable in early 2024. We're now expanding into adjacent verticals (e.g. home, motorcycle, RV, etc) to become the one-stop-shop for all your physical assets.

Why You Will (Or Won't) Like Working Here

• No slides: If you've worked in consulting, you know what it feels like to be up at 3am reformatting a deck. That doesn't exist here. The only work that gets done at Jerry is work that will materially change the trajectory of our business — an important product, a new growth channel, a key metric, a critical partner relationship, etc.

• No corporate fluff: The Data Science & Analytics team is 14 insatiable learners who care deeply about solving difficult problems and making a tangible impact. Every person owns a critical domain. There is no bloat, unnecessary meetings, or waiting for approvals.

• Hands-on: This is not a pure strategy role, you will also own execution. Your day-to-day will be surfacing analytical insights, driving decisions, and seeing them through end-to-end.

What You'll Own

You'll sit on our central Data Science & Analytics team but you'll be embedded in one of Jerry's core business areas — growth, product, AI and automation, strategic partnerships — and own the analytical function for that business unit end-to-end.

• Define the right problems: Before any analysis, understand what business question it's answering and what decision it will inform. Push back if the question is flawed.

• Data and insights: Define metrics, build reports, run analyses, design experiments, and surface data insights that move your team's key metrics.

• Drive outcomes: Bring recommendations to your counterparts in product, growth, finance or operations, tell them what's happening and why, and what next steps should be.

Who You Are

• First principles thinker: You break ambiguous problems into clear hypotheses before touching data. You're analytically strong (comfortable with SQL or Python) but your instinct is to ask "what are we trying to solve here?" before jumping to "what should I build?"

• Direct communicator: You can walk a skeptical stakeholder through a complex finding and get buy-in quickly. You write clearly, speak precisely, and don't bury the lede.

• Owner: You act like your name is on the door. If something is broken, you feel responsible for fixing it, even if it's outside of your swim lane.

What You'll Bring

• 6+ years of experience at a consulting firm, investment bank, or high-growth technology company.

• Strong analytical skills; ability to pull, structure, and interpret data independently.

• Track record of owning ambiguous problems and delivering impact.

• Clear, persuasive communicator who can influence decisions at the leadership level.

Our Tools

SQL (Clickhouse), Metabase, Python, Jupyter Hub, GitHub.

About Jerry.ai

Your car and your home are your most expensive assets. And for most people, these 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 or, worse, an accident, and help you sell at the best price when the time is right. That friend is Jerry.

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.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.

We're fully remote with offices in Palo Alto, New York, Chicago, and Toronto.