Senior Manager, Learning Technology Optimization

TD•Toronto, ON

5d•Onsite

About The Position

The Senior Manager, Enterprise Learning Technology Optimization is a senior leader within the Learning & Development Centre of Excellence, accountable for enterprise business ownership, governance and optimization of learning technology platforms, data and integrations. The role shapes and executes the enterprise learning technology strategy for a large, complex, and highly regulated organization supporting over 100,000 colleagues. Reporting to the AVP, Enterprise Design & Digital Learning Experience, this role operates with a business product owner mindset, serving as the enterprise authority for learning technology direction, intake and investment decisions, ensuring platforms, data, and digital learning experiences are integrated, scalable, and aligned to business, talent, and regulatory priorities. This role operates at the intersection of learning strategy, HR strategy, data, risk management and change leadership with a strong emphasis on defensible decision-making and executive confidence. The role requires strong executive presence, deep knowledge of the learning technology market, and the ability to bring together strategy, technology, data, and learner experience in a clear and actionable way.

Requirements

10 or more years of progressive experience in Learning and Development, Learning Technology, HR Technology, or Digital Enablement
Proven experience leading or supporting enterprise LMS transformations or migrations in large, complex organizations
Demonstrated understanding of learning technology ecosystems, integrations, data, and enterprise learner experience
Strong leadership experience in complex, matrixed environments with multiple senior stakeholders
Exceptional communication and presentation skills with the ability to influence and advise at executive levels
Strong analytical, critical thinking, and problem-solving skills

Nice To Haves

Experience with large-scale LMS platforms such as Workday Learning, SumTotal / Cornerstone, or comparable enterprise systems
Experience operating as a business product owner or product manager for enterprise HR or learning platforms, including roadmap ownership, backlog prioritization, and cross-functional delivery
Background in regulated or risk managed environments such as financial services
Experience working with agile or product-oriented delivery models
Exposure to learning analytics, workforce insights, or people analytics
Experience applying change management principles to large-scale learning or technology transformation

Responsibilities

Define and execute the enterprise learning technology product vision, multi-year roadmap, and backlog, balancing platform stability, modernization, and innovation
Act as the business product owner to translate enterprise talent strategy, learning priorities, and regulatory requirements into clear technology outcomes and investment decisions
Identify opportunities across Learning and Development to improve efficiency, effectiveness, and learner experience through technology
Build compelling business cases and recommendations to secure executive alignment and investment
Establish and govern L&D intake, prioritization and decision frameworks for learning technology initiatives, ensuring alignment to strategy, value, risk and capacity constraints while articulating opportunity costs, sequencing and dependency impacts
Provide enterprise leadership across the end-to-end corporate learning technology landscape, operating as the business product owner accountable for product direction, integration and value realization, including learning platforms, experience layers, content ecosystems, learning operations tools, analytics, and emerging learning technologies
Maintain a deep, current understanding of the global learning technology market, including vendors, platforms, and implementation models, to inform strategic direction and roadmap decisions
Lead the modernization and evolution of the learning technology ecosystem, ensuring solutions are scalable, secure, compliant, and designed to deliver a high-quality learner experience at enterprise scale
Lead a major enterprise LMS migration with end-to-end accountability, bringing strong platform expertise, disciplined execution, and sound judgment across planning, vendor engagement, business case development, implementation oversight, data transition, change adoption and decommissioning
Partner closely with HR Technology, IT, Procurement, vendors, system integrators, and business stakeholders to ensure strong platform integration, data integrity, and sustainable operations
Clearly articulate risks, tradeoffs, dependencies, and recommendations to senior leaders, balancing near term delivery with longer term platform strategy
Advance the maturity of Learning and Development data, reporting, and insights to better demonstrate learning impact and inform decision making
Partner cross functionally to strengthen governance, analytics capability, and executive level reporting across learning platforms and experiences
Support learning data integrity, privacy, retention and regulatory compliance across learning platforms and integrations
Partner with HR Privacy, Risk, Legal and Technology governance teams to identify, document and remediate learning technology risk events
Ensure learning analytics and reporting practices are defensible, auditable and aligned to enterprise data governance standards while advancing executive-level learning insights
Lead, develop, and grow a team of specialized learning technology and data professionals, building strong capability and accountability, translating learning needs into scalable, technically feasible and compliant solutions
Act as a trusted advisor to senior HR and business leaders, providing clear options and integrated recommendations
Build strong capability in structured problem definition, risk articulation, and executive-ready recommendations
Demonstrate strong executive presence with the ability to synthesize complex strategies and technical concepts into concise, compelling narratives for senior forums
Provide enterprise level leadership on AI, automation and emerging learning capabilities, evaluating and governing AI-enabled solutions within the learning technology ecosystem; guiding L&D leaders on responsible adoption across the learning function; and balancing experimentation with enterprise controls, risk awareness, and value realization
Bring external perspective on learning technology trends, vendors, and emerging capabilities to inform enterprise decision making
Influence and partner with learning technology vendors to evolve their offerings in line with enterprise needs
Build strong partnerships across HR, Learning and Development, and business stakeholders to drive alignment and adoption
Provide enterprise change leadership for major learning platform initiatives, ensuring delivery is supported by effective communication, enablement, and sustained adoption in partnership with L&D, HR, and technology teams
Drive ongoing enterprise adoption of learning platforms and tools, embedding effective change management, communication, and enablement as part of platform evolution
Build learning technology fluency across the Learning and Development function, enabling leaders and teams to confidently represent the learning technology strategy and roadmap with their stakeholders