Legal Associate, Commercial (Insurtech, Remote)

More than 80% of Americans own a car and see it as a fundamental necessity, yet the experience of owning one is stuck in the 90s. At Jerry.ai, we are building the first app to manage it all. Since launching in 2019, we’ve reached 5M+ customers, raised $240M+, scaled revenue 70X, and achieved profitability in 2024. Operating across the US and Canada brings a steady flow of regulatory, consumer protection, and product questions that need clear legal answers fast. As our Legal Associate, you’ll work closely with our Legal Counsel and partner with teams across Jerry to research hard questions and turn your findings into decisions the business can act on. This role is built for high-performing law graduates who want a rigorous in-house legal career outside the law firm path. It’s highly hands-on: you’ll draft and negotiate agreements with partners and vendors, research licensing and regulatory requirements, support product and compliance reviews, and help solve new legal questions as the business grows. If you succeed, Jerry’s leaders make faster, better-informed decisions on legal risk, and you’ll have owned work that shapes how the company grows. **Why You Will (Or Won’t) Like Working Here** --------------------------------------------- * **A seat close to the decisions:** Your work will help inform important business decisions, and you’ll have opportunities to present your analysis and recommendations to Legal and business leaders. You’ll need to be comfortable developing a point of view, explaining your reasoning, and incorporating feedback. * **Judgement that grows with experience:** Many of the questions you’ll take on have no clear precedent. You’ll dig into the facts and law, develop a thoughtful recommendation, and bring a clear point of view for discussion and review. * **An in-house path from the start:** You’ll learn how legal work drives business decisions without spending years at a firm first. There’s no large-firm training program here. You’ll learn by doing real work, and the faster you pick things up and take initiative, the more responsibility you’ll earn. * **Growth that tracks results:** You’ll work with teammates from companies like Nvidia, Amazon, McKinsey, Bain, and BCG. Promotion is based on performance alone, so strong work moves you forward fast. **What You’ll Own** ------------------- * **Contracts:** Draft and review agreements with partners and vendors, identify key issues, and support negotiations through execution. * **Legal research and recommendation:** Research federal and state regulatory, consumer protection, insurance, privacy, and other legal questions, and turn your findings into clear, practical recommendations business leaders can act on. * **Licensing and regulatory compliance:** Support the licenses and recurring regulatory requirements needed for Jerry’s products and operations, and help build systems that keep them current. * **Product review:** Review features, flows, and processes with Product, Eng