Overview You could work anywhere. Why Jerry.ai? Join a Forbes Top Startup Employer with $240M in funding and 60X revenue growth in 6 years.

Partner directly with a co-founder and collaborate with teammates from McKinsey, Bain, BCG, Nvidia, Amazon, NerdWallet, and more.

Thrive in a true meritocracy—we promote based on performance, not tenure.

Accelerate your legal career at the intersection of law, business, and technology, with responsibility and exposure you won’t get in Big Law.

About the Opportunity We’re looking for a Legal Counsel with 1-3 years of experience to join our growing legal team. In this role, you’ll support and advise across a wide range of legal and business matters, including commercial contracts, regulatory compliance, and risk management. From day one, you’ll be embedded in the business—working directly with executives, product leaders, and external partners. You’ll see the immediate impact of your work, gain a seat at the table in strategic conversations, and own projects end-to-end. If you’re resourceful, business-minded, and eager to accelerate your career in a fast-scaling, high-growth environment, we’d love to hear from you. This is a fully remote full-time role with options to work onsite (we have offices in Palo Alto, Toronto, and New York). What You’ll Do Negotiate, draft, and review a wide variety of commercial agreements, including partnership, technology, marketing, and vendor contracts, ensuring they align with the Company’s goals and risk tolerance.

Rapidly identify and analyze legal and business risks in contracts and propose creative, practical solutions to get deals done.

Be a trusted advisor to internal business clients, translating complex legal concepts into clear, actionable advice for non-lawyers.

Work cross-functionally with product, marketing, and operations to anticipate legal issues in new initiatives and launches.

Develop and implement scalable legal processes, playbooks, and templates that will shape how Jerry manages contracts as we grow.

Manage a high volume of contracts and legal requests in a fast-paced environment with tight deadlines.

Who You Are JD or LLM from an accredited law school; strong academic record.

Admitted to the bar of at least one U.S. state.

1–3 years of experience in commercial law, ideally with exposure to financial services, fintech or insurance (either law firm or in-house).

Experience negotiating, drafting, and reviewing commercial agreements, preferably vendor and partnership contracts.

Business-oriented problem solver with a practical, hands-on approach.

Exceptional attention to detail and organizational skills.

Thrives in a fast-paced, high-growth environment with a strong sense of ownership.

Jerry.ai is 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 recruiting@jerry.ai The successful candidate’s starting pay will fall within the pay range listed on this job posting, determined based on job-related factors including, but not limited to, skills, experience, qualifications, work location, and market conditions. Ranges are market-dependent and may be modified in the future. In addition to base salary, the compensation may include opportunities for equity grants. We offer a comprehensive benefits package to regular employees, including health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, and wellness benefits, among others. Equity opportunities may also be part of your total rewards package. Part-time, contract, or freelance roles may not be eligible for certain benefits. About Jerry.ai Jerry.ai is America’s first and only super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets. Backed by artificial intelligence and machine learning, Jerry.ai simplifies and automates owning and maintaining a car while providing personalized services for all car owners\' needs. We spend every day innovating and improving our AI-powered app to provide the best possible experience for our customers. From car insurance and financing to maintenance and safety, Jerry.ai does it all. We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million customers — and we’re just getting started. Jerry.ai was founded in 2017 by serial entrepreneurs and has raised more than $240 million in financing. Join our team and work with passionate, curious and egoless people who love solving real-world problems. Help us build a revolutionary product that’s disrupting a massive market.

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