Director, Software Engineering Remote – Canada or Hybrid – Mississauga, ON Travel to Office expectations For Remote Roles Ifthis 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. Ifthis 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.

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. 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.The Software Engineering Director will lead the engineering organization responsible for Transitions of Care.

Reporting to the VP, Engineering,



this leader will oversee a team of approximately 50 engineers through a management structure of 10-11 managers and senior managers. The Director will partner closely with Product Management to define roadmaps, align engineering strategy with business priorities, and build a cohesive, high-performing organization. This role requires a strategic engineering leader who can mentor leaders, strengthen talent density, drive technical architecture decisions, and help scale AI-powered products and platforms within a cloud-based ecosystem.

Partner with Product Management to develop and execute roadmaps that balance product innovation, technical investments, operational excellence, and long-term platform strategy. Lead and unify multiple engineering teams into a cohesive organization, establishing clear priorities, shared objectives, and solid cross-functional collaboration. Develop and execute engineering strategies that support current and future business needs while ensuring scalable, reliable, and secure platform capabilities.

Drive technical architecture decisions across Core and Application & Platform Services technology stacks, partnering with architecture and shared services teams. Coach, mentor, and develop managers and senior managers, building leadership capability and increasing organizational effectiveness and talent density. Guide teams in evaluating and prioritizing technical initiatives by clearly articulating business value and aligning investments with strategic objectives.

Lead hiring, workforce planning, and succession planning efforts to attract, retain, and develop top engineering talent. Collaborate with engineering, product, sales, customer success, and executive stakeholders to successfully deliver complex, large-scale initiatives.

Champion

Agile and Kanban development methodologies and foster a culture of continuous improvement, accountability, and technical excellence. Support the development and scaling of AI-driven products and services, helping create an integrated data ecosystem that enables innovation across the organization.



15+ years of progressive software engineering experience, including significant leadership experience within complex technology organizations. ~ Proven experience leading large engineering organizations through multiple layers of management, including managers and senior managers. ~ Bachelor’s degree in Computer Science, Information Technology, or a related field. ~ Experience defining and implementing software engineering best practices across the full software development lifecycle. ~ Strong track record of organizational leadership, including coaching leaders, driving change, and building high-performing teams. ~ Experience delivering large-scale cloud-based solutions using Azure, AWS, and/or Google Cloud Platform. ~ Familiarity with modern AI technologies, with preference given to candidates who have successfully built and scaled AI-enabled products or platforms. ~ Strong technical architecture background with the ability to evaluate trade-offs and guide strategic technology decisions. ~ Demonstrated ability to influence across engineering, product, sales, customer success, and executive teams. ~ The Canada base salary rangefor this position is $211,200 - $234,600+ bonus + benefits.

Retirement Plan

Matching (RRSP & 401K) Flexible Paid Time Off Lifestyle/Wellness Spending Account Employee Assistance Program It is the policy of PointClickCare to ensure equal employment prospect 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.

When you apply for a position, your information is processed and stored with Lever, in accordance with Lever’s Privacy Policy. 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. #

📌 Director, Software Engineering (Mississauga)
🏢 PointClickCare
📍 Mississauga