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Director, Organizational Design & Effectiveness (1 year contract)
PointClickCare
Design
Mississauga, ON, Canada
Posted on Jul 8, 2025
PointClickCare is a leading North American healthcare technology platform enabling meaningful care collaboration and real‐time patient insights. For over 20 years, the company has been focused on realizing its vision: to help create a world in which providers and plans can confidently deliver frictionless care. Since its inception, PointClickCare has grown exponentially, with over 2,200 employees working to impact millions across North America. Recognized by Forbes as one of the top 100 private cloud companies and acknowledged by Waterstone Human Capital as Canada’s Most Admired Corporate Cultures, PointClickCare leads the way in creating cloud-based healthcare software.
At PointClickCare, we offer a wealth of opportunities and a vibrant culture that empowers our employees. Our dynamic environment is the perfect place to advance your career while engaging in meaningful work alongside incredible colleagues. Here, you’ll discover a space where your talents can thrive, your career can grow, and your work will have a lasting impact on healthcare across North America. We believe that work becomes profoundly fulfilling when driven by a higher purpose.
Join us and be part of a team that is making a real impact.
To learn more about us, check out Life at PointClickCare and connect with us on Glassdoor and LinkedIn.
About the Role:
We are seeking a strategic and execution-oriented Director of Organizational Design & Effectiveness to join our growing healthcare SaaS company. In this pivotal role, you will bring deep expertise in the science and discipline of organizational design to architect, build, and help deliver enterprise and business unit-level structure changes that support transformation, AI adoption, and growth.
This role is ideal for someone who combines design acumen with operational drive—not only identifying the optimal org design but also partnering across functions to execute, embed, and sustain the change. You will work closely with senior and executive leaders to ensure our operating model, talent strategy, and AI ambitions are structurally enabled and measurably effective.
Key Responsibilities:
- Strategic Organizational Design & Thought Leadership:
- Lead org design efforts across business units to align structures, capabilities, roles, and spans with enterprise strategy and transformation goals.
- Act as a thought partner to C-suite and VP+ leaders on how to adapt structures to drive AI-enabled performance, innovation, and cross-functional collaboration.
- Translate business strategies, growth targets, and AI roadmaps into executable organizational design solutions.
- Design Execution, Delivery & Capability Building:
- Build implementation roadmaps with clear sequencing, resource implications, and timelines.
- Partner with HR Business Partners and business leaders to guide execution of new designs, including role transitions, team setup, and onboarding into new structures.
- Embed execution support tools, change enablers, and feedback loops to ensure successful and lasting adoption.
- Support capability development for leaders and managers to operate effectively within redesigned structures, especially where AI or automation is involved.
- AI-Enabled Operating Model Transformation:
- Assess where AI, automation, and digital workflows can be embedded in structures, accountabilities, and processes.
- Map AI organizational archetypes (e.g., AI-Aware, AI-Augmented) to functions and roles to guide design recommendations.
- Work cross-functionally to ensure organizational structures reflect the evolving roles, capabilities, and oversight needed to scale AI maturity across the enterprise.
- Operating Model Optimization:
- Assess governance, decision rights, cross-functional workflows, and collaboration pain points.
- Redesign structures and operating models that improve agility, reduce complexity, and enable efficient scaling—especially in AI-enabled or tech-powered areas.
- Partner with Product, Technology, Operations, and HR teams to align people, processes, and platforms.
- Measurement, Analytics & Financial Rigor:
- Define and monitor organizational health metrics (e.g., span of control, cost-to-serve, capability density).
- Build scenarios that model future-state impacts of design choices on cost, efficiency, and capability.
- Partner with Finance and Strategy to ensure org design changes support strategic and financial outcomes.
Skills & Qualifications:
- 8–12 years of experience in Organizational Design, Effectiveness, or Operating Model Transformation.
- Demonstrated ability to execute and deliver org design changes, not just assess or recommend.
- Proven experience leading design and delivery in healthcare, SaaS, or regulated/high-growth industries.
- Deep knowledge of organizational design frameworks and methodologies (e.g., Galbraith Star, Operating Model Canvas, McKinsey 7S).
- Strong understanding of AI’s impact on job design, structure, and organizational maturity models.
- Exceptional ability to synthesize complexity into clear recommendations and executable plans.
- Strong business acumen and ability to assess the financial implications of org design choices.
- Bachelor’s degree required; Master’s in Organizational Psychology, Business, or related discipline preferred.
- Certification in Org Design (e.g., Kates Kesler, OrgVue, OTM) is an asset.
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It is the policy of PointClickCare to ensure equal employment opportunity 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. Please contact recruitment@pointclickcare.com should you require any accommodations.
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