Job Description

Employment Type: Full-Time

Company Overview: PointClickCare

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 and connect with us on Glassdoor and LinkedIn.

Position Summary

We are seeking a transformational change leader to own, architect, and lead the execution of our enterprise-wide Organizational Capability Roadmap—with a focus on workforce readiness, capability uplift, and AI first culture transformation. Evolving from a traditional OCM role, this position reflects the strategic imperative to embed AI into the fabric of how we work and lead.

This role will be central to building the mindset, muscle, and mechanisms required to scale AI fluency and transformation—across all functions, teams, and leadership levels. The VP, Organizational Change & Enablement will drive strategic adoption of AI tools, behaviors, and decision-making frameworks to power business outcomes.

This leader will partner closely with HR, the Office of Information Management, Product, Technology, and Executive Leadership to ensure our workforce is future-ready, ethically aligned, and strategically equipped to thrive in an AI-enabled enterprise.

Key Responsibilities

Organizational Capability Roadmap Ownership

• Own and lead the strategic development, implementation, and governance of the Organizational Capability Roadmap.
• Partner with HR, functional business leaders, and the Office of Information Management (OIM) to embed the roadmap into workforce strategy, enterprise platforms, and operating models.
• Ensure alignment between AI strategy and organizational design, talent architecture, and transformation initiatives.

AI Capability Uplift & Fluency Building

• Design and implement an enterprise-wide AI fluency framework progressing employees from Awareness → Practitioner → Strategic Integrator.
• Develop targeted capability-building journeys for people leaders, business teams, and technical contributors.
• Activate and support a network of AI Champions and Internal Coaches to drive local adoption and practice-sharing.
• Embed fluency development into existing talent, learning, and performance management systems.

AI-Infused Workforce Planning & Reskilling

• Partner with Talent, L&D, Workforce Planning, and OIM to define future-state roles, skills, and capabilities.
• Map current capabilities and ide...