Director, Business Operations & Strategy (Marketplace Growth) at Jerry Insurance Agency, LLC summary: The Director of Business Operations & Strategy at Jerry.ai leads the scaling and strategic execution of the company’s insurance marketplace, focusing on optimizing quoting engines, automation, and carrier performance to drive customer growth from 5M to 50M. The role involves cross-functional collaboration with product, engineering, and analytics teams to enhance user experience and achieve key business outcomes like retention and conversion. This is a high-impact position within a fast-growing fintech startup revolutionizing car ownership through AI-powered services in a $2 trillion market.
You could work anywhere. Why us?
Join a pre-IPO startup with capital, traction and runway ($240M funded | 60X revenue growth in 5 years | $2T market size).
Work closely with brilliant leaders and teammates from companies like McKinsey, BCG, Bain, Nvidia, NerdWallet, Lemonade, GEICO, a16z, Amazon, etc.
Disrupt a massive market and take us to a $10B business in the next few years.
Be immersed in a talent-dense environment and greatly accelerate your career growth
About the opportunity:
Jerry.ai is looking for a Director, Business Operations & Strategy (Marketplace Growth) to help scale our core insurance business. We hit a huge milestone in early 2024 by achieving profitability and have ambitious goals for the next few years - scale from 5M to 50M customers and become a $10B business. In this high-visibility role, you'll report directly to our VP of Insurance Operations, and own the systems, strategy, and execution behind Jerry's quoting engine, automation infrastructure, and carrier performance. Working cross-functionally with product, engineering, and analytics, you will create a seamless user experience and ensure ongoing carrier success to drive critical outcomes for our insurance marketplace (loss ratio, retention, and conversion) . This is a unique opportunity to shape the strategy of a category-defining fintech company at scale.
Jerry.ai is building the first super app to make car ownership affordable and accessible - insurance, buy/sell, registration, loans, safety, repairs, parking, etc - a $2T market in the U.S. We started with insurance in 2019, and since then we've launched loan refinancing, driving insights, repair marketplace, car diagnostics, and a GenAI-powered chatbot & voicebot. We have amassed over 5M customers, raised $240MM in funding, scaled our revenue 60X and our team to 225 across 6 countries.
Preferred experience:
Bachelor's degree in a quantitative discipline (Electrical Engineering, Computer Engineering, Industrial Engineering, Operations Research, etc)
7+ years of management consulting experience from a top firm (McKinsey, Bain, and Boston Consulting Group preferred)
Track record of hiring and managing high-performing teams
Who you are:
You have a structured framework for problem-solving and live by first principles
You are comfortable communicating with audiences varying from technical stakeholders, business partners, to the company's C-suite
You set a very high bar for yourself and for your team, and you are constantly pushing that bar higher in the pursuit of excellence
While we appreciate your interest and application, only applicants under consideration will be contacted.
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
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.
Keywords: business operations, strategy, marketplace growth, insurance technology, fintech, automation, car insurance, AI-powered app, customer retention, team leadership