WHO WE ARE When it comes to health, we’re always looking for waysto push for better. It’s why we were founded in the first place. In 1957, ourfounder, pharmacist William Wilkinson, witnessed a mother sacrifice her healthby forgoing her own medicine to pay for her sick daughter’s prescription.

Heknew there had to be a better way. So, he introduced North America’s firstprepaid drug plan, and GreenShield was born as a not-for-profit with a missionto support better health for all Canadians. We aren’t just a health and benefits company.

We’rethe only not-for-profit social enterprise that brings worlds of coverage andcare together, all in one place. We’re noble challengers, purposefully building a betterway and we need the best people to help us create a more holistic approach thattakes care of the mind and body. Our mission is to create better health for allCanadians, and we know that starts with our employees.

THEROLE IN A NUTSHELL 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 businessto 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.

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. WHO WE'RE LOOKING FOR - 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.
- Solid full stack engineering experience with technologies such as TypeScript, Node.js, React, PostgreSQL, RESTful APIs, and cloud platforms. Direct experience with GCP, NestJS, NextJS, or similar technologies is an asset, but broader technical judgment is more important than exact stack match.
- 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.

Working Style: You succeed in this role if you see Staff Engineering as a technical leadership path,



not simply a more senior coding role. You are energized by systems that matter, customers who depend on them, and teams that care about raising the bar. You consistently prioritize mentorship and continuous improvement.

You are willing to go deep, challenge assumptions with evidence, and stay engaged until the problem is truly resolved. THE CULTURE We believe a career should be meaningful. Not just ameans to earn a living.

Our culture is one where everyone's voice is heard andvalued. Because that’s what it takesto create better health for all. We dare to challenge the status quo. And we’redriven by people who have challenged theirs.

We believe that yourworkplace should empower you to be the best version of yourself. That’s why we provide aplace where you can be inspired, challenged, and rewarded. Where your growth means our growth.

Where your voice is heard and valued. Where your work has purpose. And purpose matters. We believe our people arecritical to our overall success. Inclusivity makes us a stronger, smarter andmore informed organization.

Being intentionally inclusive of diversebackgrounds, perspectives and experiences will enhance our company culture topositively impact how we support our communities. A career at GreenShield isn’t just about personalachievements, it's about making adifference together. Here’s to Better Health for All!

AFEW MORE DETAILS Proficiency in English is requiredfor this position. As part of this role, you will be required to communicatewith colleagues or customers who use English as their primary language. By requiring English proficiency for thisposition, we aim to ensure that our employees can excel in their roles,collaborate, and communicate effectively, and contribute to the success of ourorganization.

GS supports diversity, equity andinclusion in our teams and communities, and we value the unique contributionsmade by all. Even if your experience doesn’t align perfectly to everyrequirement, we invite you to apply. We encourage applications fromall candidates and will accommodate needs under human rights legislationthroughout all stages of the recruitment and selection process.

Please let usknow of any accommodation through [email protected]. Information received relating toaccommodation will be addressed confidentially. Providing this information givesGS consent to use your personal information to assess your suitability forspecific positions, future opportunities or for your personnel file.

Yourrésumé will be held in strict confidence and will be viewed only by theOrganization. Information may be stored outside of Canada and could be used foraggregate statistical purposes (which uses no personal identification). AI Usage - GreenShield leverages AI to help produce Job Descriptions, and ideate on interview questions.

We also leverage AI for interview transcription support.

📌 STAFF ENGINEER - HYBRID (Toronto)
🏢 Green Shield Canada (GSC)
📍 Toronto