Jerry. ai

car ownership

EngineeringManager,CoreProductEngine(Backend)

CA$230–280k Toronto, Ontario, Canada FULL TIME
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Lead candidates.

The Brief

“Engineering Manager, Core Product Engine (Backend) at Jerry. ai. Skills: Evolving automation systems to a robust, fault-tolerant framework, Handling external interface changes gracefully, Scaling across dozens of new categories with minimal manual intervention, Incremental refactoring of existing automation systems, Designing and implementing new standards, Building the next generation of internal tools using an AI-first approach. Own the most critical part of the 'last mile' of the insurance ma”

What You'll Achieve.

Scale from 5M to 50M users

Industry & Context.

car ownership
Problems you'll solve

Solving difficult problems; Hunting for edge cases in complex business logic; Understanding exactly why a script failed; High bar for system design

What They're Looking For.

Must Have

Experience with TypeScript, Experience with Nest.js, Experience with React, Experience with GraphQL, Experience with AWS (ECS/EKS, Lambda), Experience with asynchronous state management, Experience with real-time system reliability, Experience with fault-tolerant framework design, Experience with system design for offline, asynchronous jobs, Experience with decoupling, state management, and failure retry logic for async systems

Nice to Have

Founded a company, Lead architect at an early stage startup, Experience with AI-first approach

What You'll Do.

Own the most critical part of the 'last mile' of the insurance marketplace

multi-step transactions with external systems to finalize insurance policy purchases

Build custom orchestration layers that navigate internal and external interfaces with precision

Evolve current automation systems to a robust

fault-tolerant framework

Handle external interface changes gracefully

Scale across dozens of new categories with minimal manual intervention

Deeply learn the technical and business sides of the core product

Lead incremental refactoring of existing automation systems

Design and implement new standards

Pair with engineers to ensure the new system is predictable and testable

Shift towards using an AI-first approach to building the next generation of internal tools

Transition legacy automation systems into a more decoupled

scalable architecture

How You'll Work.

Team & Collaboration

Pairing with engineers to ensure the new system is predictable and testable; Working with likeminded peers who are equally passionate

Full Job Description

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.ai http://Jerry.ai, 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 Core Backend 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 architectur

Free ATS check

Applying for this Engineering Manager, Core Product Engine (Backend) role?

Most applicants get filtered before a human reads their resume. See if yours makes the cut.

How to Apply on Ashby

  • Ashby is a fast modern ATS — most applications take under 3 minutes.
  • The resume parser is strong; verify parsed experience dates and job titles.
  • Custom screening questions are often scored algorithmically — answer completely.
  • Location field affects geo-based screening; use your actual metro area.

ANONYMOUS · UNFILTERED

What do employees actually say about Jerry. ai?

Real rants from real employees. Read before you apply.

Read Company Rants →