Programming Director Jobs in Pickering, ON (NOW HIRING)

The opportunity

The Director, AI Centre of Enablement is a unique opportunity to lead the establishment of a centralized AI enablement capability, driving enterprise-wide adoption and strategic value from artificial intelligence. You will sit at the intersection of technology, strategy and people.

The successful candidate will influence senior stakeholders and be accountable for shaping OTPP's AI benefit realization by driving strategic and disciplined use-case origination, prioritization, and enterprise-wide AI adoption to accelerate insights, streamline critical workflows, and unlock new opportunities through AI innovation.

The role owns the enterprise AI enablement capability endtoend, accountable for adoption, proficiency uplift, and realized business value from AI across OTPP.

Who you'll work with

The Director reports to the Senior Managing Director, Investment Technology & Applied Intelligence and leads the AI Centre of Enablement within the Applied Intelligence function. The role works closely with Technology and Engineering Directors, AI delivery teams, Product Owners embedded in the business, and AI Divisional Champions to ensure alignment between AI strategy, delivery, and adoption.

The Director partners regularly with senior leaders across Investments, Member Services, and corporate functions, as well as with Risk, Legal, Privacy, Security, Enterprise Architecture, and Technology Controls to ensure AI adoption aligns with enterprise standards and risk appetite. The role also engages external partners, vendors, and industry peers to inform leading practices and strengthen organizational capability.

What you'll do

• Translate enterprise AI strategy and multiyear AI charter into practical enablement plans, advising divisions on highimpact AI opportunities in critical workflows to drive defined adoption targets and business outcomes across the enterprise.

• Partner with Business Technology, enterprise strategy, and AI delivery teams to originate, evaluate, and prioritize AI use cases, inform build/buy decisions, and ensure integrated execution across the AI lifecycle and roadmap.

• Provide portfolio insight and enterpriselevel measurement by setting goals and success metrics, surfacing AI adoption trends, user proficiency, business value realization, delivery risks, dependencies, and lessons learned to inform prioritization and decisionmaking.

• Stay current on AI and technology developments to inform enterprise decisions, experimentation, and innovation.

• Lead enterprise AI enablement, adoption, and change management across divisions and roles, developing and executing adoption and proficiency plans supported by rolebased training, communications, community engagement, and production readiness, aligned to success measures, risk appetite, and responsible AI principles.

• Support progression of AI initiatives from experimentation to scale by coordinating readiness, clarifying scope, enabling sustainable ownership models, and establishing transitiontorun handoffs, documentation, and governance expectations.

• Serve as an Applied Intelligence chief of staff for nonbuild AI activities, driving clear communication on AI funding, initiatives, governance, and benefits.

• Manage AI enablement budget, including staffing, vendors, tooling, and initiative funding, with accountability for prioritization and tradeoffs.

• Lead through influence across matrixed teams, providing enterprisewide oversight of AI enablement and alignment to strategic priorities and governance expectations.

• Lead, coach, and develop a highperforming AI Centre of Enablement team to deliver enterprisewide AI enablement outcomes.

• Build strong relationships with executives and senior leaders to drive enterprisewide AI engagement through aligned priorities, communications, communitybuilding, and active sponsorship.

• Establish and maintain external relationships with partners, vendors, and industry peers, and serve as an ambassador for Teachers' in AI.

• Contribute to talent, culture, and innovation as a member of the Applied Intelligence leadership team.

• Establish, operationalize, and oversee enterprise AI enablement standards, frameworks, guardrails, and playbooks-ensuring consistent application across use cases and tools and alignment with governance expectations, risk appetite, and responsible AI principles, in partnership with Risk, Legal, Privacy, Security, and Technology Controls.

What you'll need

• 12+ years of experience in technology or corporate strategy, management consulting, enterprise transformation, with a demonstrated track record of shaping strategic initiatives in tech-driven environments.

• 5+ years leading AI initiatives and familiarity with industry practices.

• Proven success in enterprise AI/technology innovation enablement.

• Understanding of AI solutions and latest AI tools (Anthropic and OpenAI/Azure AI models and agentic development tools).

• In-depth understanding of AI and related technology, with the ability to communicate AI concepts to non-technical stakeholders and articulate business value.

• Demonstrated leadership and management experience, with ability to coach and develop a high-performing team.

• Strong influencing and relationship-building skills, with the ability to build trust and consensus with leaders and cross-functional partners.

• Sound business and technical acumen, with demonstrated agility to understand unfamiliar businesses areas and AI opportunities.

• Awareness of risk, compliance, and ethical considerations in adopting new technologies.

• Continuous learner, passion for innovation and cultivating a learning-oriented, tech-forward culture.

• Bachelor's or advanced degree in computer science, business, or related field, or equivalent experience.

#LI-EO1

What we're offering

• Numerous opportunities for professional growth and development

• Comprehensive employer paid benefits coverage

• Retirement income through a defined benefit pension plan

• The opportunity to invest back into the fund through our Deferred Incentive Program

• A flexible work environment combining in office collaboration and remote working

• Competitive time off

• Our Flexible Travel Program gives you the option to work abroad in another region/country for up to a month each year

• Employee discount programs including Edvantage and Perkopolis

At Ontario Teachers', diversity is one of our core strengths. We take pride in ensuring that the people we hire and the culture we create, reflect and embrace diversity of thought, background and experience. Through our Diversity, Equity and Inclusion strategy and our Employee Resource Groups (ERGs), we celebrate diversity and foster inclusion through events for colleagues to connect for professional development, networking & mentoring. We are building an inclusive and equitable workplace where our talent is respected, accepted and empowered to be themselves. To learn more about our commitment to Diversity, Equity and Inclusion, check out Life at Teachers'.

How to apply

Are you ready to pursue new challenges and take your career to the next level? Apply today! You may be invited to complete a pre-recorded digital interview as part of your application.

Accommodations are available upon request (peopleandculture@otpp.com) for candidates with a disability taking part in the recruitment process and once hired.

Candidates must be legally entitled to work in the country where this role is located.

Ontario Teachers' may use AI-based tools to assist in screening and assessing applicants for this position. These tools may help us identify candidates whose skills and experience align with Ontario Teachers' objectives by analyzing information provided in resumes and applications. Our use of AI does not replace human decision-making.

To learn more about how Teachers' uses AI with your personal information, please visit our Privacy Centre.

Functional Areas:

Vacancy:

Current