
Job Overview
Location
Toronto, Ontario
Job Type
Full-time
Category
Full-Stack Engineer
Date Posted
February 24, 2026
Full Job Description
đź“‹ Description
- • Join Jerry, a rapidly growing insurtech company revolutionizing car ownership with our AI-powered AllCar™ super app. We are seeking a talented Software Engineer II with a backend-leaning full-stack skillset to become a pivotal member of our Core Marketplace Automation Team.
- • This is a unique opportunity to contribute to software that directly impacts millions of users daily, automating intricate business processes and shaping the future of the insurance technology landscape. Our mission is to make car ownership affordable, seamless, and magical, and your work will be at the forefront of this transformation.
- • As part of the Core Marketplace Automation Team, you will be instrumental in building and enhancing automation systems designed to empower our users with self-service capabilities, ensure continuous insurance coverage, and deliver an exceptionally smooth user experience.
- • You will tackle complex challenges related to insurance servicing, including but not limited to, policy endorsements, cancellations, document verification, and reinstatements. Your efforts will directly contribute to reducing policy cancellations, improving renewal rates, and ensuring our users always maintain optimal coverage.
- • We operate on fast-paced sprint cycles, with an average deployment time of 1–2 weeks for new automations. This allows for rapid iteration and immediate impact.
- • Your responsibilities will involve composing robust backend business logic that effectively drives automation while meticulously adhering to the complex and varied rules set forth by insurance carriers.
- • You will design and implement sophisticated backend pipelines responsible for synchronizing customer policy data, delivering critical, timely alerts to users and internal teams, and powering seamless re-shopping experiences for our customers.
- • A significant part of your role will be to optimize and scale our internal tools, which function as critical infrastructure akin to an in-house DocuSign for servicing operations, with the ultimate goal of reducing manual agent intervention to near zero.
- • You will collaborate closely with cross-functional teams, including Product Managers, Data Scientists, and Engineering Operations, to proactively identify and address potential churn drivers, thereby enhancing overall customer retention.
- • We foster an environment of asynchronous work across different time zones, minimizing unnecessary meetings and maximizing productivity through effective collaboration tools like Asana and Slack.
- • You will be expected to continuously improve our backend systems, APIs, and microservice architecture, ensuring scalability, reliability, and maintainability as we continue to grow.
- • This role offers the chance to work on software that handles real-world, high-stakes transactions, requiring a deep understanding of system design, data integrity, and performance optimization.
- • You will contribute to building the foundational automation that allows Jerry to scale efficiently and maintain its competitive edge in the dynamic insurtech market.
- • The impact of your work will be tangible, directly influencing the operational efficiency of our business and the satisfaction of millions of car owners.
- • You will have the opportunity to explore and integrate cutting-edge technologies, including AI/LLM tools, into our automation frameworks, driving innovation and staying ahead of industry trends.
- • We encourage engineers to take significant ownership of their projects, from conception through to deployment and ongoing maintenance, fostering a culture of accountability and excellence.
- • This position is ideal for an engineer who thrives in a dynamic, fast-moving environment and is eager to make a substantial contribution to a product that is fundamentally changing how people interact with their vehicles.
- • You will be part of a team that values collaboration, learning, and pushing the boundaries of what's possible in car ownership management.
- • The role requires a proactive approach to problem-solving, identifying areas for improvement, and implementing solutions that enhance both user experience and business operations.
- • You will gain exposure to the full lifecycle of software development within a successful, venture-backed startup, with ample opportunities for professional growth and skill development.
- • Our commitment to zero bureaucracy means your ideas can be implemented quickly, allowing you to see the direct results of your contributions.
- • You will work alongside brilliant and supportive teammates who are passionate about our mission and dedicated to helping each other succeed.
- • The flexibility offered, including remote-friendly and international work arrangements, allows for a healthy work-life balance.
- • This is more than just a coding job; it's a chance to solve significant real-world problems at scale and contribute to a product that simplifies a major aspect of people's lives.
🎯 Requirements
- • Minimum of 2 years of full-stack engineering experience, with a strong emphasis on building production-grade software and distributed systems.
- • Solid understanding of data structures, algorithms, and systems design principles.
- • Proven ability to tackle ambiguous problems, break them down into actionable code, and iterate quickly.
- • Demonstrated ownership of end-to-end outcomes and a commitment to continuously improving systems.
- • Excellent asynchronous communication skills and comfort working across teams and time zones.
- • Curiosity, adaptability, and a passion for learning new tools and technologies.
🏖️ Benefits
- • Comprehensive health, dental, and vision coverage.
- • Generous paid time off and paid parental leave.
- • 401(K) plan with employer matching.
- • Wellness benefits.
- • Equity opportunities as part of your total rewards package.
Skills & Technologies
JavaScript
TypeScript
React
Next.js
PostgreSQL
Backend
Remote
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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