
Job Overview
Location
Toronto, Ontario
Job Type
Full-time
Category
Engineering
Date Posted
April 9, 2026
Full Job Description
đź“‹ Description
- • As an Engineering Manager for the Core Product Engine (Backend) at Jerry Technologies Inc., you will lead the evolution of the company’s critical automation systems that orchestrate end-to-end insurance policy purchases, a high-stakes, complex process involving asynchronous state management and real-time reliability due to the lack of modern external APIs.
- • Day to day, you will spend 80% of your time in hands-on technical work, including refactoring legacy automation systems into a decoupled, scalable architecture, designing new standards, pairing with engineers, and leading incremental improvements to ensure predictability and testability, while also guiding the team toward an AI-first approach for future internal tools to scale from 5M to 50M users.
- • You will join a small, high-caliber team of ex-founders and builders who move fast, own outcomes, and thrive on solving difficult problems, reporting directly to the co-founder/CTO in a flat, agile environment where ideas can be pitched, built, and shipped in days.
- • In this role, you will deepen your expertise in complex business logic across diverse insurance providers, master asynchronous system design at scale, and grow as a technical leader who combines hands-on engineering with strategic architecture and people leadership, all while leveraging Jerry.ai’s vast consumer data (5M+ customers) to inform technical and product decisions.
Skills & Technologies
About Jerry Technologies Inc.
Jerry Technologies offers a mobile-first AI platform that automatically compares insurance quotes, refinances auto loans, and shops for home and renters coverage. Users submit photos of existing policies, and the app retrieves and compares rates from carriers to find lower premiums or better terms. The company earns commissions from insurers when policies are switched or originated through its platform, serving consumers seeking to reduce recurring auto and home expenses without manual comparison shopping.
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