STAFF SOFTWARE ENGINEER - HYBRID

Green Shield Canada•Toronto, ON

1d•CA$114,992 - CA$143,740•Hybrid

About The Position

When it comes to health, we’re always looking for ways to push for better. It’s why we were founded in the first place. In 1957, our founder, pharmacist William Wilkinson, witnessed a mother sacrifice her health by forgoing her own medicine to pay for her sick daughter’s prescription. He knew there had to be a better way. So, he introduced North America’s first prepaid drug plan, and GreenShield was born as a not-for-profit with a mission to support better health for all Canadians. We aren’t just a health and benefits company. We’re the only not-for-profit social enterprise that brings worlds of coverage and care together, all in one place. We’re noble challengers, purposefully building a better way and we need the best people to help us create a more holistic approach that takes care of the mind and body. Our mission is to create better health for all Canadians, and we know that starts with our employees. Base Salary: CAD $114,992.00 - 143,740.00 As a Staff Engineer, you will be a technical leader responsible for solution design, architecture, and the reliable operation of services across the digital health ecosystem. You will work across teams, products, and lines of business to make sure important decisions are coherent, scalable, and grounded in the needs of members and customers. This is an individual contributor leadership role. Writing code remains part of the work, but your highest-leverage contribution will often be clarifying ambiguous problems, shaping technical direction, mentoring engineers, improving engineering practices, and helping teams make better decisions earlier. You will operate in an environment that values ownership, high standards, and reliable service. Staff engineers are expected to take responsibility for outcomes, not just output. You will follow important problems through to resolution, especially when they become difficult, cross team boundaries, or expose deeper system design issues.

Requirements

10+ years of experience building and operating software systems, with significant experience across modern web applications, backend services, APIs, databases, cloud environments, and production operations.
Bachelor's or Master's degree in Computer Science, Computer Engineering, Software Engineering, a related field, or equivalent practical experience.
Strong full stack engineering experience with technologies such as TypeScript, Node.js, React, PostgreSQL, RESTful APIs, and cloud platforms.
Demonstrated experience delivering and operating customer-facing systems at meaningful scale, with accountability for reliability, quality, security, performance, and customer experience.
Proven ability to lead complex technical initiatives across teams, from problem definition and architecture through implementation, launch, and production ownership.
Strong technical judgment and the ability to make decisions using evidence. You define metrics, instrument systems, analyze production behavior, and adjust based on what the data shows.
Deep commitment to operational excellence. You build systems that are observable, reliable, maintainable, and able to operate under real-world conditions.
Strong customer focus, with a track record of measuring success by the experience delivered rather than the amount of work produced.
Demonstrated ability to mentor and coach senior, intermediate, and junior engineers while raising the quality of technical discussion and execution across the team.
Excellent communication and collaboration skills, with the ability to influence cross-functional partners and align teams around clear goals, trade-offs, risks, and decisions.
Proficiency in English is required for this position. As part of this role, you will be required to communicate with colleagues or customers who use English as their primary language. By requiring English proficiency for this position, we aim to ensure that our employees can excel in their roles, collaborate, and communicate effectively, and contribute to the success of our organization.

Nice To Haves

Direct experience with GCP, NestJS, NextJS, or similar technologies is an asset, but broader technical judgment is more important than exact stack match.

Responsibilities

Lead solution design and architecture for complex full stack systems, balancing customer impact, operational risk, delivery speed, maintainability, and long-term platform health.
Own technical outcomes through production, including system behavior, observability, incident response, performance, reliability, maintainability, and continuous improvement.
Work across teams to align technical direction, clarify ownership, identify dependencies, and ensure GreenShield's digital health services evolve as a coherent ecosystem.
Define success in measurable terms. Establish metrics, instrument systems, and use data to guide decisions, evaluate trade-offs, validate assumptions, and improve outcomes.
Raise the bar for operational excellence through strong logging, metrics, alerts, dashboards, SLOs, runbooks, production readiness practices, and disciplined follow-up after incidents.
Lead technical discovery and planning for ambiguous or high-impact initiatives, including requirements clarification, estimates, risks, trade-offs, architecture options, and execution plans.
Drive improvements to API design, automated testing, CI/CD, cloud infrastructure, data flows, service reliability, and developer workflows.
Identify and remove unnecessary complexity in systems, workflows, dependencies, and team processes so teams can deliver faster and more safely.
Partner effectively with Product, Design, Data, Security, Operations, and engineering leadership to align on goals, surface risks early, and make trade-offs explicit.