Vice President, Organizational Change and Enablement

Summary

Join PointClickCare as the VP, Organizational Change & Enablement, a transformational leadership role focused on architecting and executing an enterprise-wide Organizational Capability Roadmap. This role is pivotal in embedding AI into the company's work culture, building AI fluency across all levels, and ensuring workforce readiness for an AI-enabled future. You will partner with various departments, including HR, OIM, Product, Technology, and Executive Leadership, to achieve these goals. The position requires a strong understanding of AI and proven experience in leading large-scale change initiatives. Success will be measured by the successful implementation of the AI Organizational Capability Roadmap, widespread AI adoption, and a future-fit workforce.

Requirements

• 10+ years of experience in organizational change, transformation, talent strategy, or enablement leadership —preferably in a healthcare or tech-forward environment
• Strong understanding of AI technologies, tools, and business applications; formal technical background not required, but literacy is essential
• Proven experience designing, leading, and scaling enterprise-wide enablement and change initiatives
• Exceptional influencing, facilitation, and coaching skills with C-level leaders and cross-functional stakeholders
• Strategic thinker with operational discipline —able to move from vision to execution with clarity and agility

Responsibilities

• 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
• 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
• Partner with Talent, L&D, Workforce Planning, and OIM to define future-state roles, skills, and capabilities
• Map current capabilities and identify gaps using data-driven maturity models and assessments
• Integrate AI-skilling strategies into job architecture, leadership development, succession planning, and career pathing
• Shape a cultural foundation that enables experimentation, AI-augmented decision-making, and cross-functional collaboration
• Coach senior leaders to model AI-aligned mindsets and behaviors, and to lead teams through ambiguity and innovation
• Lead enterprise change management efforts to accelerate adoption of AI tools, practices, and decision-making frameworks
• Define and report on key metrics for AI maturity, capability adoption, workforce transformation, and business impact
• Build and maintain executive-level visibility into roadmap progress and readiness indicators
• Continuously iterate roadmap and enablement plans based on insights, adoption trends, and enterprise priorities

Preferred Qualifications

Experience embedding ethics, risk, and governance frameworks into innovation or change programs is a strong asset

Benefits

• Retirement Plan Matching
• Flexible Paid Time Off
• Wellness Support Programs and Resources
• Parental & Caregiver Leaves
• Fertility & Adoption Support
• Continuous Development Support Program
• Employee Assistance Program
• Allyship and Inclusion Communities