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Head of Marketplace Automation

Job in Palo Alto, Santa Clara County, California, 94306, USA
Listing for: Jerry
Part Time position
Listed on 2026-01-15
Job specializations:
  • Software Development
    AI Engineer
Salary/Wage Range or Industry Benchmark: 200000 - 250000 USD Yearly USD 200000.00 250000.00 YEAR
Job Description & How to Apply Below
Position: Head of Marketplace Automation & Growth

Overview

Jerry.ai is looking for a Head of Marketplace Automation & Growth to help scale our core insurance business. In this high-visibility role, you will 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. You will work cross-functionally with product, engineering, and analytics to 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 have since 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, and scaled our revenue 60X and our team to 225 across 6 countries.

Responsibilities
  • Own the systems, strategy, and execution behind Jerry’s quoting engine, automation infrastructure, and carrier performance.
  • Work cross-functionally with product, engineering, and analytics to create a seamless user experience and drive outcomes for the insurance marketplace (loss ratio, retention, conversion).
  • Scale the core insurance business from 5M to 50M customers and contribute to the goal of becoming a $10B business.
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 and business partners to the company’s C-suite.
  • You set a very high bar for yourself and your team, continually pushing that bar higher in pursuit of excellence.
Equal Opportunity & Accessibility

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 laws. We are committed to providing reasonable accommodations in our job application process. If you need assistance or an accommodation due to a disability, please contact recruiting.

The successful candidate’s starting pay will fall within the pay range listed on this posting, determined based on factors including skills, experience, location, and market conditions. In addition to base salary, compensation may include equity grants.

We offer a comprehensive benefits package to regular employees, including health, dental, and vision coverage, paid time off, parental leave, 401(k) with employer matching, and wellness benefits. Equity opportunities may also be part of the 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 simplify car ownership, including insurance, loans, maintenance, safety, and related services. We are backed by AI/ML and have over 5 million customers. Jerry.ai was founded in 2017 and has raised more than $240 million in financing.

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