Director, Organizational Design & Effectiveness (1 year contract)

PointClickCare • Mississauga, Peel Region • 4d ago

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 doesn’t just survive, it thrives. To learn more about PointClickCare, check out Life at PointClickCare [https://can01.safelinks.protection.outlook.com/?url=https%3A%2F%2Fpointclickcare.com%2Flife-at-pointclickcare%2F&data=05%7C02%7CSandeep.Dhillon%40pointclickcare.com%7Ce9353db140a24fd980f808ddb00013f1%7Cafd0249eca3d42058bf4ac2b6abd0fec%7C0%7C0%7C638860236586947941%7CUnknown%7CTWFpbGZsb3d8eyJFbXB0eU1hcGkiOnRydWUsIlYiOiIwLjAuMDAwMCIsIlAiOiJXaW4zMiIsIkFOIjoiTWFpbCIsIldUIjoyfQ%3D%3D%7C0%7C%7C%7C&sdata=dIKtrMG7L0sb%2FfLrFRvhcZAmfqfNXTXDTvMsoJkwGvM%3D&reserved=0] and connect with us on Glassdoor [https://can01.safelinks.protection.outlook.com/?url=https%3A%2F%2Fwww.glassdoor.ca%2FOverview%2FWorking-at-PointClickCare-EI_IE452666.11%2C25.htm&data=05%7C02%7CSandeep.Dhillon%40pointclickcare.com%7Ce9353db140a24fd980f808ddb00013f1%7Cafd0249eca3d42058bf4ac2b6abd0fec%7C0%7C0%7C638860236586978442%7CUnknown%7CTWFpbGZsb3d8eyJFbXB0eU1hcGkiOnRydWUsIlYiOiIwLjAuMDAwMCIsIlAiOiJXaW4zMiIsIkFOIjoiTWFpbCIsIldUIjoyfQ%3D%3D%7C0%7C%7C%7C&sdata=KVgSiL%2ByFmnpxTc5PmuErMwRNwDmTGqUzJIUSIm5fY0%3D&reserved=0]and LinkedIn [https://can01.safelinks.protection.outlook.com/?url=https%3A%2F%2Fwww.linkedin.com%2Fcompany%2Fpointclickcare%2F&data=05%7C02%7CSandeep.Dhillon%40pointclickcare.com%7Ce9353db140a24fd980f808ddb00013f1%7Cafd0249eca3d42058bf4ac2b6abd0fec%7C0%7C0%7C638860236586994867%7CUnknown%7CTWFpbGZsb3d8eyJFbXB0eU1hcGkiOnRydWUsIlYiOiIwLjAuMDAwMCIsIlAiOiJXaW4zMiIsIkFOIjoiTWFpbCIsIldUIjoyfQ%3D%3D%7C0%7C%7C%7C&sdata=AFNWMltUX65iQ5E5LFYOrA9bKP10SzKQ7jwcti57q2E%3D&reserved=0].

Travel to Office expectations

For Remote Roles: As 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: As 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.

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.

\n $80 - $95 an hour At PointClickCare, base salary is one of the many components that make up our total rewards package. The Canada base hourly range for this position is $80 - $95 per hour, non-overtime eligible. Our salary ranges are determined by job and level. The range displayed on each job posting reflects the target for new hire salaries for the position across all Canada locations. Within the range, individual compensation is determined by job-related skills and knowledge, relevant experience including professional and lived experience, and/or work location. Your recruiter can share more information about our total rewards package during the hiring process. \n

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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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