Director, Software Engineering

CV in; Mississauga; On-site; CAD 210,000 - 270,000; Full time

Job summary

PointClickCare is seeking a Director of Software Engineering to own the end-to-end delivery of the Transitions of Care product line. You will shape the technical vision, drive execution, and mentor a leadership group of 10–11 managers as the organization scales.

You will partner with Product Management to align roadmaps with business priorities, while ensuring scalable and secure platform capabilities. This role emphasizes Agile, Kanban, and AI-enabled product growth within a cloud-based

Qualifications

• 15+ years of progressive software engineering experience with significant leadership responsibility.
• Experience leading large engineering organizations with multiple layers of management.
• Bachelor’s degree in Computer Science, Engineering, or related technical field, or equivalent practical experience.
• Strong experience with modern software development practices, including Agile and Kanban.
• Proven ability to architect, design, and deliver large-scale cloud software solutions.
• Excellent interpersonal skills and ability to influence at all levels of the organization.

Responsibilities

• Define and execute the roadmap for the Transitions of Care product line, balancing innovation with operational excellence.
• Unify multiple engineering teams into a cohesive organization with clear priorities and shared objectives.
• Drive scalable, secure, and reliable platform architecture across stacks, partnering with architecture and shared services teams.
• Coach and develop managers and senior managers to increase leadership density and organizational effectiveness.
• Lead hiring, workforce planning, and succession planning to attract and retain top engineering talent.
• Collaborate with product, sales, customer success, and executives to deliver large-scale initiatives with strong cross-functional alignment.
• Champion Agile and Kanban practices and support AI-driven product development within a cloud ecosystem.

Skills

Leadership

Agile Kanban

Mentoring managers

Hiring

System architecture

Cross-functional collaboration

Communication

Education

Bachelor’s degree in Computer Science/Engineering or related field

Job description

Director, Software Engineering at Pointclickcare.

About the role

You will own the end to end delivery of the Transitions of Care product line, shaping the technical vision and execution roadmap in close partnership with Product Management. You will lead a large organization of approximately 50 engineers, driving strategy that aligns business priorities with scalable and secure platform capabilities. This role requires you to mentor ten to eleven managers and senior managers, building leadership capability and increasing talent density across the team. You will champion Agile and Kanban methodologies, fostering a culture of continuous improvement, accountability, and technical excellence. You will guide the evaluation and prioritization of technical initiatives, clearly articulating business value and ensuring alignment with strategic objectives. You will play a key role in developing and scaling AI powered products and platforms within our cloud based ecosystem. You will lead hiring, workforce planning, and succession planning efforts to attract, retain, and develop top engineering talent.

Key facts

Location: Remote or Mississauga Engagement: Full-Time

What you'll do

Define and execute the roadmap for the Transitions of Care product line, balancing 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 strong 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 and 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, fostering 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. Partner with Product Management to develop and execute roadmaps that balance product innovation, technical investments, operational excellence, and long term platform strategy. Establish clear engineering priorities and shared objectives to ensure alignment across teams and strong cross functional collaboration. Evaluate and prioritize technical initiatives, clearly articulating business value and ensuring alignment with strategic objectives. Lead the execution of technical architecture decisions within the Core and Application and Platform Services stacks alongside shared services teams. Develop managers and senior managers, focusing on building leadership capability, talent density, and organizational effectiveness.

Requirements

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, Engineering, or a related technical field, or equivalent practical experience. Strong experience with modern software development practices, including Agile and Kanban methodologies. Demonstrated ability to operate at a senior level in architecting, designing, and delivering large scale, cloud based software solutions. Exceptional interpersonal and communication skills, with the ability to influence and collaborate at all levels of the organization. Proven track record of hiring, developing, and retaining high performing engineering teams in a fast paced, growth oriented environment. Deep understanding of software architecture, system design, and scalability principles for complex, distributed systems. Strong commitment to fostering a culture of continuous improvement, accountability, and technical excellence.

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

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

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.

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 does not just survive, it thrives.

To learn more about PointClickCare, check out Life at PointClickCare and connect with us on Glassdoor and LinkedIn.