Intermediate AI-Enabled DevOps Engineer

At PointClickCare our mission is simple: to help providers deliver exceptional care. And that starts with our people. As a leading health tech company that’s founder-led and privately held, we empower our employees to push boundaries, innovate, and shape the future of healthcare.

With the largest long-term and post-acute care dataset and a Marketplace of 400+ integrated partners, our platform serves over 30,000 provider organizations, making a real difference in millions of lives. We also reinvest a significant percentage of our revenue back into research and development, ensuring our employees have the resources to innovate and make a lasting impact. Recognized by Forbes as a top private cloud company and honored as one of Canada’s Most Admired Corporate Cultures, we offer flexibility, growth opportunities, and meaningful work.

At PointClickCare, we empower our people to be the architects of a smarter healthcare future; one that is human-first and accelerated by AI to create meaningful and lasting change. Employees harness AI as a catalyst for creativity, productivity, and thoughtful decision-making. By integrating AI tools into our daily workflows, collaboration is enhanced, outcomes are improved, and every team member has the proficiency to maximize their impact. It all starts with our hiring practices where we uncover AI expertise that complements our mission, and we continue to invest in training and development to nurture innovation throughout the employee journey.

Join us in redefining healthcare — so it doesn’t just survive, it thrives. To learn more about PointClickCare, check out Life at PointClickCare and connect with us on Glassdoor and LinkedIn.

For Remote Roles: If this role is remote, there will be in-office events that will require travel to and from the Mississauga and/or Salt Lake City office. These will include, but not limited to, onboarding, team events, semi-annual and annual team meetings.

For Hybrid Roles: If this role is Hybrid, there will be an expectation to reside within commutable distance to the office/location specified in the job listing. This will include, but not limited to, weekly/bi-weekly/monthly events in the office with your specific team. This is a requirement for this role.

You will be part of our growing team of top engineers with the ability to directly impact the success of the organization. You'll be a part of the DevOps team reporting to the DevOps Team Lead and working alongside our other DevOps Engineers. You'll work day to day with the Software Engineering team as well as our IT team.

Automation & AI Exposure:
- Automate repetitive operational tasks using scripts and tooling.
- Assist with deploying and monitoring AI/ML workloads.
- Use AI-assisted tools to improve Log analysis and alert triage, Incident investigation and documentation, Deployment validation and testing.

Reliability & Operations:
- Participate in on-call rotations
- Respond to and help resolve environment & CI/CD pipeline incidents.
- Monitor system health using dashboards, logs, and alerts.
- Contribute to post-incident reviews and follow-up actions.

Collaboration & Learning:
- Follow and contribute to established DevOps standards and practices.
- Document procedures, runbooks, and operational knowledge.
- Strong interest and motivation to grow technical skills.

Must-haves

- 2-4+ years of experience in DevOps, Cloud, SRE, or Infrastructure Engineering.
- Experience with at least one cloud provider (Azure, AWS, or GCP )
- Hands-on exposure to:
- Scripting experience (Bash, Python, or similar)
- Infrastructure as Code (Terraform, IaC 2.0, or similar)
- CI/CD pipelines
- Containers (Docker) and Kubernetes concepts
- Monitoring, logging, and alerting tools.

Nice-to-haves

- 2+ years in healthcare technology or other highly regulated SaaS environments (financial services, government)
- Familiarity with AI-driven monitoring or AIOps tools.
- Experience using AI-assisted development or operations tools.
- Understanding of cloud networking and security fundamentals.
- Experience supporting on-call.

Education

- Bachelor's degree in Computer Science, Computer Engineering, or related technical field
- Advanced certifications (AWS/GCP/Azure professional-level, CKA, CKS, CISSP) are highly valued
- Demonstrated commitment to continuous learning

How we work:

We're transparent—working in the open as one team using OKRs, cross-functional retrospectives, and public roadmaps. We confront problems courageously with blameless root cause analyses, not blame. We're data-driven, using metrics and APM to make evidence-based decisions. We learn continuously from our mistakes through retrospectives and RCAs. We're accountable for outcomes, not just activities, aligning our work to customer and business results. We experiment with strong opinions, loosely held, testing concepts and feasibility before committing. We think big, act small, and move fast—using Scrum, delivery plans, and frequent milestones. We're inclusive, creating space to listen and learn, growing an Ally Community to support equity and career growth.

Benefits starting from Day 1!

Retirement Plan Matching

Flexible Paid Time Off

Wellness Support Programs and Resources

Parental & Caregiver Leaves

Fertility & Adoption Support

Continuous Development Support Program

Employee Assistance Program

Allyship and Inclusion Communities

Employee Recognition … and more!

It is the policy of PointClickCare to ensure equal employment opportunity without discrimination or harassment on the basis of race, religion, national origin, status, age, sex, sexual orientation, gender identity or expression, marital or domestic/civil partnership status, disability, veteran status, genetic information, or any other basis protected by law. PointClickCare welcomes and encourages applications from people with disabilities. Accommodations are available upon request for candidates taking part in all aspects of the selection process. Please contact recruitment@pointclickcare.com should you require any accommodations. As part of our commitment to a streamlined and equitable hiring experience, PointClickCare uses AI tools to assist with candidate screening and assessment.

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PointClickCare is committed to Information Security. By applying to this position, if hired, you commit to following our information security policies and procedures and making every effort to secure confidential and/or sensitive information.