Director AI

CAA Club Group; Vaughan; On-site; CAD 130,000 - 200,000; Full time

Job summary

CAA Club Group is seeking a senior AI leader to drive the AI strategy, governance, and delivery across the enterprise. You will collaborate with the CIO to shape the roadmap, manage a portfolio of AI initiatives, and ensure responsible AI practices in a regulated environment.

Qualifications include 10+ years in technology/AI leadership, expertise in MLOps/LLMOps, and familiarity with OSFI or similar frameworks. The role will require managing vendors, stakeholders, and a growing ML/AI team.

Qualifications

• Bachelor's Degree in Computer Science, Data Science, Engineering, or a related field.
• 10+ years of experience in technology, data, or AI leadership roles.
• Proven delivery of AI, machine learning, or analytics solutions from concept to production in regulated environments.
• Strong understanding of AI governance, risk management, and compliance frameworks.

Responsibilities

• Lead execution of the AI strategy in alignment with HGAI mission, principles, and enterprise priorities.
• Work with the Chief Information and AI Officer to evolve the enterprise AI strategy, roadmap, and operating model.
• Own and manage the AI use‑case intake process, prioritization approach, and delivery pipeline to ensure measurable business value.
• Establish disciplined governance to track outcomes, risks, and benefits realization.
• Own and maintain a comprehensive inventory of AI solutions, models, vendors, use cases, and related governance documentation.
• Implement lifecycle management practices aligned to AI principles of sustainability and accountability.
• Conduct periodic reviews to ensure all AI solutions remain effective, relevant, and monitored for performance, risk, and unintended drift.
• Embed responsible AI practices in coordination with Enterprise Risk Management.

Skills

AI Strategy

Leadership

Governance

Cloud & Data Platforms

Model Lifecycle (MLOps/LLMOps)

Regulatory Compliance

Vendor & Stakeholder Management

Team Building

Education

Bachelor's degree in Computer Science / Data Science / Engineering

Equivalent experience considered

Tools

Cloud Platforms

ML Ops Tools

Data Lake Technologies

Job description

About Us

At CAA Club Group, we are passionate about keeping our Members safe - whether they are on the road, at home, or travelling abroad. As a trusted Member-based organization, we provide products and services that are essential to Members’ safety and peace of mind. With over 2.6 million Members across Ontario and Manitoba, we advocate on issues such road safety and infrastructure, the environment, seniors’ mobility, and consumer protection. Associates share in each other’s successes, drive change and support each other while cultivating a great working environment to deliver on what is best for our Members. CAA SCO Systems & Services Inc. is a member of the CAA Club Group of Companies.

Who We Are

Are you ready to join an award-winning, purpose-driven culture? Welcome to the CAA Club Group of Companies (CCG), where purpose leads to passion!

• At CCG, we are committed to delivering an exceptional Associate experience. We offer:
• Work-life harmony with access to an award-winning holistic wellness program,
• Continuous learning through our robust corporate curriculum and education reimbursement program,
• Incredible rewards, travel incentives, and product and service discounts,
• Pay-for-performance and best-in-class recognition programs, and
• Competitive benefits that include a defined contribution plan, personal spending account, and so much more.

Position Details

What You Will Do

• Lead execution of the AI strategy in alignment with HGAI mission, principles, and enterprise priorities.
• Work with the Chief Information and AI Officer to continuously evolve the enterprise AI strategy, roadmap, and operating model.
• Own and manage the AI use‑case intake process, prioritization approach, and delivery pipeline to ensure measurable business value.
• Establish disciplined governance to track outcomes, risks, and benefits realization.
• Own and maintain a comprehensive inventory of AI solutions, models, vendors, use cases, and related governance documentation.
• Implement lifecycle management practices aligned to HGAI principles of sustainability and accountability.
• Conduct periodic reviews to ensure all AI solutions remain effective, relevant, and monitored for performance, risk, and unintended drift.
• Embed responsible AI practices in coordination with Enterprise Risk Management.
• Own and maintain AI governance documentation, including intake processes, guardrails, standards, decision records, approval workflows, and inventory controls.
• Provide guidance and oversight to ensure the AI Security Specialist’s work is integrated into AI solution design, deployment, and ongoing governance, whether through direct or matrixed accountability.
• Ensure alignment with internal AI policies, HGAI guiding principles, and regulatory expectations, including OSFI and NIST guidance or frameworks.
• Oversee bias testing, explainability, model risk management, and regulatory documentation.
• Lead, coach, and develop the initial team of two ML/AI Specialists, setting clear priorities, expectations, and delivery standards.
• Provide day-to-day direction, technical guidance, and performance oversight to support high‑quality execution of AI initiatives.
• Build team capability in responsible AI practices, solution delivery, model governance, and business-focused problem solving.

Please note, salary range is not inclusive of total compensation. The expected salary range for this position will be impacted by factors such as the successful candidate’s skills, experience and working location, as well as the specific position’s business line, scope and level. Candidates with salary expectations outside of the range are encouraged to apply.

Who You Are

• Bachelor's Degree in Computer Science, Data Science, Engineering, Information Systems, or a related field; equivalent experience will be considered.
• 10+ years of experience in technology, data, or AI leadership roles.
• Proven delivery of AI, machine learning, or advanced analytics solutions from concept through production in financial services, insurance, or other regulated environments.
• Strong understanding of AI governance, risk management, and compliance frameworks.
• Hands‑on experience with AI technologies, cloud and data platforms, and model lifecycle practices, including MLOps or LLMOps.
• Familiarity with OSFI expectations or similar regulatory environments.
• Demonstrated experience leading technical teams, managing vendors, and influencing senior stakeholders across business, technology, risk, and security functions.

Please note that internal applicants are asked to formally express their interest by applying online no later than 10 business days of the position being posted.

Please note that we may use AI tools to help us through the recruitment process.

Our Commitment

We are an equal opportunity employer and are committed to providing employment accommodation in accordance with all applicable Provincial Human Rights and Accessibility Legislation. CCG will provide accommodations to job applicants with disabilities throughout the recruitment process. If you require an accommodation, please notify us and we will work with you to meet your needs.