Director of Engineering – Care Delivery (CA)

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.
About the RoleWe are seeking a visionary and execution-focused Director of Engineering to lead software initiatives. This leader will drive the modernization of our platforms through AI and emerging technologies, ensuring our systems are safe, secure, reliable, and scalable. You will play a pivotal role in transforming how we deliver value to clinicians and patients by accelerating time to value and resolving technical debt.

Key Responsibilities:

• Lead engineering teams focused on nursing support domains, including clinical workflows, documentation, and care coordination.
• Champion the adoption of AI/ML technologies to enhance product capabilities and engineering efficiency.
• Drive architectural modernization efforts, including cloud-native transformation and technical debt remediation.
• Collaborate cross-functionally with product, design, SRE, and compliance teams to deliver secure and reliable software.
• Establish and monitor engineering KPIs related to velocity, quality, and system reliability.
• Foster a culture of innovation, accountability, and continuous improvement.
• Mentor and grow engineering managers and senior technical talent.

Qualifications:

• 10+ years of software engineering experience, including 3+ years in a senior leadership role.
• Proven success in leading engineering teams in healthcare, clinical, or similarly regulated environments.
• Expertise in cloud-native architectures, microservices, and secure development practices.
• Demonstrated experience applying AI/ML to real-world engineering problems.
• Strong track record of managing technical debt and modernizing legacy systems.
• Excellent communication and stakeholder management skills.

Preferred Experience:

• Experience with AI platforms such as Azure AI, OpenAI, or equivalent.
• Familiarity with LLMs, predictive analytics, or generative AI in production environments.
• Background in nursing support systems or clinical informatics.
• Experience with SRE practices, observability, and incident response.
• Passion for building inclusive, high-performing engineering cultures.
• Strong preference to candidates located in the GTA.

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Tech F/L3
PointClickCare Benefits & Perks:
Benefits starting from Day 1!Retirement Plan Matching Flexible Paid Time OffWellness Support Programs and ResourcesParental & Caregiver LeavesFertility & Adoption SupportContinuous Development Support ProgramEmployee Assistance Program Allyship and Inclusion CommunitiesEmployee 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.
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