Director, Software Engineering

Director, Software Engineering at Pointclickcare.

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.

Location:

Remote or Mississauga Engagement:
Full-Time

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.

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…