Senior 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 a Senior DevOps Engineer, you will design, build, and operate scalable cloud infrastructure and developer platforms that support both application and AI-driven workloads.

You are a strong individual contributor who owns complex systems end-to-end, improves reliability and automation, and partners closely with software and data teams to bring services and models into production. You balance delivery and quality, applying DevOps and SRE best practices to improve developer velocity, system reliability, and operational insight.

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

• Design, implement, and operate cloud-native infrastructure for production workloads.
• Build and maintain CI/CD pipelines for applications and ML systems.
• Develop and manage infrastructure-as-code to ensure consistency, scalability, and repeatability.
• Improve deployment reliability through automation, testing, and rollout strategies.
• Support AI/ML workloads, including model deployment, scaling, and monitoring.
• Integrate AI-assisted tools into DevOps workflows to improve:
• Alert quality and noise reduction
• Incident triage and root-cause analysis
• Capacity planning and performance optimization
• Design and maintain observability solutions using metrics, logs, and traces.
• Participate in on-call rotations and lead incident response for complex issues.
• Continuously improve system resilience through proactive automation.
• Partner with application, platform, and data teams to deliver reliable systems.
• Provide technical guidance and code reviews for devops team members.
• Contribute to architecture discussions and influence technical direction within your domain.
• Document standards, runbooks, and best practices.
• Participate in on-call rotations

What you'll bring

• Strong Hands-On Expertise
• Ability to own systems from design through production support. Design and setup end to end CI/CD Pipelines.
• Practical understanding of distributed systems and cloud infrastructure.
• Bias toward automation, observability, and operational excellence.
• Growth-Oriented Leadership
• Willingness to mentor and support teammates.
• Comfort collaborating across functions and advocating for better practices.
• Ability to communicate trade-offs clearly and constructively.
• Strong knowledge of containerization and orchestration (Docker, Kubernetes).
• Experience with monitoring and observability tools (Prometheus, Grafana, ELK, Datadog).
• Solid understanding of networking, security principles, and high-availability architectures.
• Strong problem-solving skills and ability to work in complex, distributed environments.

Skills and experience we’re looking for

Must-haves

• 5-8+ years of progressive experience designing and implementing large-scale, automated infrastructure and CI/CD Pipelines
• Strong experience with cloud platforms (AWS, GCP, or Azure).
• Hands-on expertise in:
• cloud-native architectures and microservices.
• Infrastructure as Code (Terraform, IaC 2.0, etc.)
• Containers and Kubernetes
• CI/CD systems (GitHub Actions, GitLab CI, Jenkins, ArgoCD)
• Strong knowledge-level of CI/CD best practices, GitOps workflows and deployment strategies (blue/green, canary)
• Proficiency in scripting or programming (Python, Bash, Go, etc.).
• Demonstrated ability to write custom scripts for deployment, monitoring and system tasks.
• Experience with monitoring, logging, and alerting tools.
• Exposure to AI/ML workloads.

Nice-to-haves

-3+ years in healthcare technology or other highly regulated SaaS environments (financial services, government

• Experience with AI-driven monitoring or AIOps tools
• Knowledge of cloud cost optimization strategies.
• Advanced certifications: AWS Certified DevOps Engineer-Professional, Microsoft Certified DevOps Engineer Expert, Certified Kubernetes Administrator (CKA)
• Experience with security automation and DevSecOps practices.

Education

• 3+ years in healthcare technology or other highly regulated SaaS environments (financial services, government)
• Experience with AI-driven monitoring or AIOps tools.
• Knowledge of cloud cost optimization strategies.
• Advanced certifications: AWS Certified DevOps Engineer-Professional, Microsoft Certified DevOps Engineer Expert, Certified Kubernetes Administrator (CKA)
• Experience with security automation and DevSecOps practices.

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.

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$134,000 - $149,000 a year

At PointClickCare, base salary is one of the many components that make up our total rewards package. The US base salary range for this position is $134,000 - $149,000 + 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.

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 Point
• Click
• Care 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.
• Point
• Click
• Care 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, Point
• Click
• Care uses AI tools to assist with candidate screening and assessment.
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• 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 Point
• Click
• Care uses or processes your information, or if you would like to ask to access, correct, or delete your information, please contact Point
• Click
• Care’s human resources team: recruitment@pointclickcare.com

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.