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Director, Software Engineering

PointClickCare· Engineering
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Remote$217.8k - $242kFull-timePosted 2mo ago

About the role

Director leading Transitions of Care engineering at PointClickCare, reporting to the VP of Engineering, overseeing ~50 engineers through 10–11 managers, partnering with Product Management to define roadmaps and scale AI-enabled cloud platforms.

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:Roadmapping and strategic planningTechnical leadershipCloud platforms
Nice to have:AI/ML familiarity

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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