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.

• Travel to Office expectations**

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.

Position Summary

PointClickCare builds cloud platforms that power safer, more connected care for millions of patients. As an Intermediate DevOps Engineer, you will build, operate, support cloud infrastructure and deployment pipelines that enable application and AI-enabled workloads to run reliably. You work closely with senior engineers to implement best practices, automate operational tasks, and improve system reliability while continuing to deepen your technical expertise. This role is ideal for an engineer who is comfortable working in cloud environments with a focus in automation and is ready to take ownership of well-scoped systems and services.

Who You’ll Work With

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.

What You'll Be Doing Day To Day

Infrastructure & Platform Support

• Implement and maintain cloud infrastructure using infrastructure-as-code.
• Support and improve CI/CD pipelines for application and ML workloads.
• Operate containerized workloads in Kubernetes or managed container platforms.
• Assist in rolling out platform improvements and infrastructure changes.

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.

What You'll Bring

Solid Technical Foundation

• Working knowledge of cloud infrastructure and Linux-based systems.
• Proven experience with CI/CD, and containers.
• Focus in reliability, scalability, and operational excellence.
• Automation experience, reducing repetitive operational tasks.

Growth Mindset

• Willingness to learn new tools and technologies, including AI-enabled platforms.
• Openness to feedback and continuous improvement.
• Ability to communicate clearly and ask good technical questions.

Skills And Experience We’re Looking For

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 )
• 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.

PointClickCare Benefits & Perks

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 ***email_hidden*** 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.

When you apply for a position, your information is processed and stored with Lever, in accordance with Lever’s Privacy Policy. We use this information to evaluate your candidacy for the posted position. We also store this information, and may use it in relation to future positions to which you apply, or which we believe may be relevant to you given your background. When we have no ongoing legitimate business need to process your information, we will either delete or anonymize it. If you have any questions about how PointClickCare uses or processes your information, or if you would like to ask to access, correct, or delete your information, please contact PointClickCare’s human resources team: ***email_hidden***

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.

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.

At PointClickCare, base salary is one of the many components that make up our total rewards package. The CAD base salary range for this position is $99,000 - $111,000 + bonus or commission + equity + benefits. Compensation is assessed individually and aligned to experience, skills, and market context. Our salary ranges are determined by job and level.