Role: Change Management Program Lead, AI Transformation Duration: 6 months (high likelihood of extension Location: Waterloo or Toronto (Hybrid onsite once every two weeks; primarily remote) Join a large-scale AI transformation initiative within the financial services and insurance sector focused on accelerating enterprise adoption of new technologies and ways of working.

This role leads change management, organizational readiness, stakeholder engagement, and adoption activities supporting strategic AI and digital programs.

The position offers exposure to enterprise-wide transformation initiatives and collaboration with senior business and technology leaders across a complex organization.

The initial 6-month contract has a high likelihood of extension.

Must Haves 5+ years of experience in change management, organizational transformation, program management, learning and development, or a related field.

Experience leading change and adoption initiatives for AI, digital, technology, or transformation programs.

Solid understanding of stakeholder engagement, organizational readiness, adoption strategies, and change management practices, with the ability to drive behaviour change at scale.

Systemsthinking and structured problemsolving skills, with the ability to break down ambiguous problems, identify the signal in the noise, and translate complexity into clear, actionable plans.

Working knowledge of modern IT delivery processes, AI agent ecosystems, and emerging enterprise AI technologies, with handson comfort using AI tools to analyze data, summarize insights, automate workflows,



and enhance change management deliverables.

Strong data analysis and insightgeneration capabilities, including interpreting quantitative and qualitative data, identifying trends, and using statistical findings to inform adoption strategies and transformation outcomes; practical experience with tools such as Excel, dashboards, usage analytics, and sentiment analysis platforms.

Nice to Have Knowledge of change management methodologies (e.g., Prosci) Experience supporting AI, data, digital transformation, innovation or future-of-work initiatives Experience in financial services, insurance, or other highly regulated industries Experience developing executive communications and thought leadership content Familiarity with employee engagement platforms, collaboration tools, and digital communications channels Bilingualism (English/French) is an asset Responsibilities Develop and execute change management and adoption strategies for AI, digital, and transformation initiatives Lead stakeholder engagement, organizational readiness, and adoption activities across strategic initiatives Partner with business and technology leaders to align on change impacts, risks, dependencies, and mitigation plans Monitor readiness, adoption trends, stakeholder sentiment, and change saturation across programs Establish success measures and reporting to evaluate adoption, engagement, and business outcomes Support leadership teams with communications, engagement, and reinforcement strategies Develop executive updates, presentations, and materials communicating progress, risks, and outcomes

📌 Change Management Program Lead to drive adoption of AI-enabled capabilities, digital solutions, and enterprise transformation initiatives - 1652 (Toronto)
🏢 S.i. Systems
📍 Toronto