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Director, Software Engineering

PointClickCare· Engineering
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Hybrid (Mississauga, ON)$211.2k - $234.6kFull-timePosted 2mo ago

About the role

The Software Engineering Director will lead the engineering organization responsible for Transitions of Care, partnering with Product Management to define roadmaps, align engineering strategy with business priorities, and scale AI-powered products within a cloud-based ecosystem. Manages ~50 engineers through 10–11 managers/senior managers.

Responsibilities

  • 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 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 & 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.

Qualifications

  • 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.
  • Demonstrated success partnering with Product Management and executive stakeholders to define strategy, prioritize investments, and deliver business outcomes.
  • 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.
  • Excellent communication, problem-solving, organizational, and stakeholder management skills.
  • Strong sense of ownership, urgency, accountability, and commitment to delivering results.

Skills

Required:Leadership and people managementStrategic planning and roadmappingSoftware architectureCloud platforms
Nice to have:AI / AI-enabled products

Benefits

  • Benefits starting from Day 1
  • Retirement Plan Matching (RRSP & 401K)
  • Flexible Paid Time Off
  • Lifestyle/Wellness Spending Account
  • Parental & Caregiver Leaves
  • Fertility & Adoption Support
  • Continuous Development Support Program
  • Employee Assistance Program
  • Learning Programs & Resources
  • Employee Recognition … and more!
Last updated Oct 21, 2026. Interested? Apply on the company site.

About PointClickCare

Healthcare Software for Smarter Care Delivery | PointClickCare

Transform care coordination and outcomes with AI-powered healthcare software that improves collaboration, reimbursement, and transitions of care.

healthcare softwareEHRcare coordinationhealthcare solutionssenior livingskilled nursinghospitals & health systemscare outcomes
Company profileWebsite

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