Windows Server Support jobs

About 3terra

3terra has been building healthcare software since 2006 and is deeply entrenched in Canadian hospitals. Our main software product, Data Quality Assist (DQA), helps hospitals optimize decision-making and funding by processing over 80% of Ontario’s inpatient records. We’re a small team, deep in medical coding and analytics, and we care a lot about shipping things that work and deliver value to our clients.

Our clients are hospitals and we support multiple areas: health records, analysts, IT and leadership. They depend on our platform for a wide variety of things, so when something breaks, they need it fixed fast. We’ve built a loyal customer base by being the team that actually picks up the phone. We’re entering a new growth phase and looking to build out our team with additional innovative and dedicated team members.

This is a hybrid role out of our Mississauga office. The team is in-office Monday, Tuesday, and Thursday, and remote Wednesday and Friday. You’ll need to be in the GTA or able to commute to Mississauga.

Why 3terra

• Work to help improve our healthcare system by providing key services and support.
• Small, tight-knit team. The office is a place people actually want to be.
• Hybrid schedule: in-office Mon/Tue/Thu, remote Wed/Fri.
• Competitive salary, three weeks vacation, and a flexible benefits package.
• Annual performance bonus tied to individual and company results.
• Open culture: your input matters. We want to hear what’s not working as much as what is.
• Arcade machine with ongoing competitions, if you’re a gamer!

The Role

This is a split role, with approximately half your time initially focused on QA engineering and half on software deployments and support, with the role growing incrementally towards more QA as our systems solidify. The two areas are closely connected: You will help support and deploy the software you test, and the insight gained from client support and deployments will directly inform how you approach testing and quality assurance.

The QA function at 3terra is still in its early stages. There is no inherited process or large existing framework to maintain. Instead, this role offers the opportunity to help define how QA is approached within the organization. You will assess current needs, recommend practical solutions, and build scalable testing practices that evolve alongside the platform.

We currently use xUnit for backend test automation and Jest for front-end testing. Our development team works in GitHub and tracks tickets and sprints in Jira. We are open to your recommendations on tooling and on the broader QA approach.

This role is ideal for someone early-to-mid career in QA who enjoys building automation, thinking systematically about software quality, and taking ownership of a function from the ground up. We are looking for someone who is curious, methodical, collaborative, and comfortable balancing both technical investigation and structured testing work.

QA Engineering (approximately 50%)

• Design and build an automated test suite for the DQA platform, starting locally and evolving toward CI/CD pipeline integration in GitHub over time.
• Write and maintain automated tests covering core application functionality, regression scenarios, and release validation.
• Establish a QA process from the ground up: define what gets tested, when, how, and what constitutes a passing release.
• Execute structured testing on new features and releases before they reach clients, documenting results clearly.
• Work closely with the development team in Jira to understand what is changing in each release, where the risk is, and how QA work fits into the sprint.
• Identify and document defects with enough detail that developers can reproduce and resolve them efficiently.
• Continuously improve test coverage and test quality as the platform evolves.

Application Support & Deployments (approximately 50%)

• Coordinate, patch, and upgrade client DQA installations on a regular release cycle.
• Deploy and configure new client installations from end to end.
• Analyze application logs using Seq and Windows Event Viewer to diagnose and resolve issues proactively.
• Work collaboratively with the Customer Success Manager to prioritize and resolve technical issues.
• Back up primary support by responding to, documenting, and resolving client technical inquiries requiring investigation across the DQA platform.
• Use our ticketing system to track, update, and close active work items with clear documentation.
• Communicate and collaborate with client IT personnel regarding environment and deployment issues.

What We’re Looking For

Required Experience & Skills

• Experience building or meaningfully contributing to an automated test suite, not just executing manual test cases.
• Strong understanding of QA fundamentals, including test coverage, effective test case design, and regression risk assessment.
• Comfortable writing SQL queries (SELECT, JOIN, UPDATE) to investigate and validate application behaviour.
• Experience using PowerShell, Python, or similar scripting tools to automate repetitive tasks.
• Ability to troubleshoot problems methodically and document findings clearly.
• Strong written communication skills, especially when working with hospital IT teams and internal stakeholders.
• Organized approach to tracking, updating, and closing work items in a ticketing system.

Nice to Have

• Experience with xUnit or a comparable testing framework within a .NET environment.
• Experience with Jest or a comparable JavaScript front-end testing framework.
• Familiarity with GitHub and GitHub Actions or similar CI/CD pipeline tools.
• Experience working in Jira for issue tracking and sprint management.
• Experience using Seq or other structured application log analysis tools.
• Windows Server or desktop support experience.
• Exposure to Azure infrastructure and cloud environments.
• Experience working with healthcare software or hospital IT environments.

Additional Information

Job Type: Permanent, Full-time
Pay: CA$75,000 – CA$85,000 per year
Vacation: 3 weeks

Benefits:

• Extended health care
• Flexible schedule
• Paid time off
• Hybrid work arrangement (Mon/Tue/Thu in office, Wed/Fri remote)
• Annual performance bonus

Experience:

• QA or software testing: 2 years (required)
• Test automation: 1 year (required)
• SQL: 1 year (required)
• Application or technical support: 1 year (preferred)

Our Values

• 3terra is a proud equal opportunities employer and we are committed to creating a respectful, inclusive and barrier-free workplace that allows all of our people to reach their full potential. A diverse workforce is key to our success, and we believe in bringing your whole self to work. We welcome all qualified candidates to apply and hope you will choose 3terra as your employer of choice.

Pay: $75,000.00-$85,000.00 per year

Benefits:

• Disability insurance
• Extended health care
• On-site parking
• Paid time off
• Profit sharing
• Work from home

Ability to commute/relocate:

• Mississauga, ON L4Z 2Z1: reliably commute or plan to relocate before starting work (required)

Work Location: Hybrid remote in Mississauga, ON L4Z 2Z1