Head of Learning and Development

D2L is undergoing a bold transformationbecoming a performance-driven talent-dense AI-enabled organization rooted in purpose and powered by people. As part of this evolution we are seeking a strategic and experienced Head ofLearning Development to lead the design and delivery of learning experiences that strengthen leadership accountability and growth at all levels of the organization.

Reporting to the Senior Director Learning & Organizational Design this individual contributor senior-level role will focus on enabling leadersfrom individual contributors to executivesby building a holistic leadership and self-leadership development strategy. You will play a key role in shaping how we develop our people in alignment with the D2L Way of Working our enterprise-wide Change Framework and our broader People & Culture strategy.

This role will collaborate closely with senior stakeholders People & Culture partners and business leaders across the company to create learning journeys that reinforce high performance continuous growth and cultural clarity.

Major Responsibilities (How Will I Make an Impact):

Leadership Development Design & Execution

• Lead the design and execution of a forward-looking leadership strategy that aligns to D2Ls evolving business needs and cultural aspirations.
• Build a multi-level Leadership and Self-Leadership Series including Leading Self Leading Others and Leading the Organization embedded with the D2L Way of Working.
• Integrate change management AI fluency and leadership accountability into all development offerings.

Program Delivery & Facilitation

• Design and deliver impactful scalable learning experiences for leaders and high-potential ICs that emphasize clarity feedback accountability coaching and curiosity.
• Facilitate engaging high-quality leadership sessions and workshops that foster development across the business.
• Leverage internal tools (Brightspace Wave) and emerging best practices to enhance learning design and adoption.

Cultural and Change Enablement

• Act as a champion of the D2L Change Framework embedding its principles into leadership and team development programs.
• Reinforce the evolving cultural identity through learning interventions that support performance growth and talent density.

Collaboration and Influence

• Partner closely with Talent Enablement P&C Business Partners and senior leaders to diagnose development needs and deliver relevant customized learning solutions.
• Serve as an advisor and thought partner on leadership capability learning culture and talent readiness.

Measurement & Impact

• Define learning success metrics and leverage data to evaluate program effectiveness and continuously iterate.
• Monitor trends in leadership development learning science and AI-enabled learning to ensure D2L remains future-ready.

Competencies (What youll bring to the role):

• Proven experience building and leading leadership development or learning programs in high-growth or transformation-focused environments.
• Strong instructional design facilitation and content development skills across multiple modalities.
• Experience enabling leadership development at various levels: ICs new leaders seasoned managers and executives.
• Deep understanding of culture-building change enablement and leadership accountability.
• Demonstrated ability to collaborate cross-functionally and influence stakeholders across levels.
• Familiarity with AI tools in learning digital learning platforms (e.g. Brightspace) and data-informed learning practices.
• Comfortable navigating complexity and ambiguity in a fast-paced SaaS or technology environment.

Skills

• Deep learning and higher education experience
• Tech-savvy with a strong understanding of learning technologies and data analytics.
• Strong project management skills with the ability to manage multiple initiatives concurrently.
• Excellent communication and presentation skills both written and verbal.

D2L Leadership Competencies

• Leads by Example with personal and professional integrity high accountability and say/do ratio
• Boundaryless collaboration and influence skills both within team peer group and broader organization. Effective communicator with a proven track record of success
• Delivers Awesome Outcomes: Strategic mindset and business acumen with strong prioritization skills and a focus on organizational outcomes vs. team tasks. Effective problem solver able to achieve results individually and through others in fast paced deadline-driven environments.
• Talent Magnet: Talent-focused leader with demonstrated ability to coach build and lead a high performing diverse team.
• Better Smarter Faster: An agile learner with a growth mindset attention to detail and organizational skills. An operationally minded leader with a focus on continuous improvement and innovation.
• Wins Hearts and Minds: An effective communicator with the ability to connect the why and the what. A change agent with proven delegation motivation and team building skills

Skills and Recommended Experience:

• Bachelors or Masters degree in Learning and Development HR Education or a related field.
• Proven track record and experience designing and implementing leadership development programs

This role is ideally located in either Toronto or Kitchener with a hybrid office policy that can be discussed during the interview process.

Required Experience:

Director