Engineering Manager

The Technical Challenge

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. Every part of the user journey (shopping for a car, insurance, repairs, etc) is complicated, fragmented, expensive, and time-consuming. At Jerry, we are building the first mobile app to manage it all.

Our insurance marketplace is our core product today, and our ability to automate the end-to-end shopping experience is our core differentiator. The Marketplace Automation Team owns the most critical part of that, the "last mile", where we orchestrate complex, multi-step transactions with external systems to finalize insurance policy purchases. Because the industry lacks modern APIs, we build custom orchestration layers that navigate internal and external interfaces with precision. It is a high-stakes puzzle of asynchronous state management and real-time system reliability.

Your challenge will be to evolve our current automation systems to a robust, fault-tolerant framework that can handle external interface changes gracefully and scale across dozens of new categories with minimal manual intervention.

Why You Will (or Won’t) Like Working Here

• Ownership: You’ll report directly to our co-founder/CTO, who is actively involved in product implementation. There is no red tape, no slow-moving processes, and no layers of approvals needed. If you have an idea, you can pitch it, build it, and see it live in days.
• Stellar team: We have a very high bar for talent, as a result, we have a small but mighty team that can move fast and accomplish a lot. You will work with likeminded peers who are equally passionate and who care intensely about what they do.
• Hands-on: Many of our TLMs are ex-founders; they like getting their hands dirty and solving difficult problems. You will spend 80% of your time doing hands-on technical work (e.g., transitioning our legacy automation systems into a more decoupled, scalable architecture).
• Volume of customer data: We are a consumer-facing business (5M+ customers) and have access to a massive amount of customer data across behaviors like driving/telematics, shopping, payment, etc., which helps guide our product, technical, and business decisions.

What You’ll Own

• Phase 1: You’ll be deep in the code, learning both the technical and business sides of our core product (insurance is very complex, and every insurance provider uses different logic and behaves differently). Then you will lead incremental refactoring of our existing automation systems: designing and implementing new standards and pairing with engineers to ensure the new system is predictable and testable.
• Phase 2: As the architecture stabilizes, you’ll shift towards using an AI-first approach to building the next generation of internal tools that will allow us to grow from 5M to 50M users.

Who You Are

• A Player Coach: You likely founded a company or were a lead architect at an early-stage startup. You are a builder at heart and like being in the trenches alongside your team.
• A Detective: You are obsessed with success rates. You love hunting for edge cases in complex business logic and won't stop until you understand exactly why a script failed.
• A Systems Thinker: You have a high bar for system design, especially for offline, asynchronous jobs. You understand that async work requires much stricter standards for decoupling, state management, and failure retry logic than synchronous online systems.

Our Tech Stack

TypeScript (Nest.js, React), GraphQL, AWS (ECS/EKS, Lambda)

About Jerry.ai

Jerry 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 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 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 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.

Key skills/competency

• Automation Engineering
• System Architecture
• Scalable Systems
• Fault Tolerance
• Asynchronous Programming
• TypeScript
• AWS
• State Management
• Refactoring Legacy Code
• Technical Leadership