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Legal Researcher (Remote)

Jerry.ai · Toronto, Ontario
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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 Researcher, 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, Engineering, and Operations, and support translating legal requirements into product decisions. • Escalations and regulatory inquiries: Investigate complex consumer escalations and regulatory inquiries, identify root causes and potential legal issues, propose scalable fixes, and turn recurring issues into company-wide compliance training. • Policies, procedures, and compliance systems: Help design and improve Jerry’s legal and compliance policies, procedures, and operational controls to manage legal and business risk. • Emerging legal issues: Take on new legal and regulatory questions as Jerry launches products, enters partnerships, and expands its business. Who You Are • A Practical Analyst: You can read a regulation, work out what it means for a product decision, and explain it clearly and concisely. • A Closer: You find the answer yourself before asking for it, and you track every open item until it’s resolved. • A Builder: When you see the same manual task twice, you start looking for a way to automate it. • A Zero-Error Operator: You review every contract and filing with total precision and keep your own system so no deadline slips. • A Proactive Communicator: You keep people updated without being chased, flag blockers early, and make sure teammates know what happens next. • Hands-on and Unpretentious: You’re as ready to clean up a tracker or follow up on an overdue item as you are to dig into a difficult legal question. What You’ll Bring • A JD or LLM, with a record of high academic performance. • Experience drafting or reviewing contracts, through coursework, a clinic, an internship, or work. • Strong legal research and writing skills, with the ability to turn complex analysis into clear, practical recommendations. • Strong organization and project-management skills, with the ability to manage multiple matters and deadlines at once. While 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. Jerry.ai is proud to be an Equal Employment Opportunity employer. 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 recruiting@jerry.ai The successful candidate’s starting pay will fall within the pay range listed

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