Director, Commercial Learning

Element employees make a difference in the lives of others every day. We are re-defining the fleet management industry to be people first, then business – delivering on our promise of a superior client experience. This takes hard work and innovation, and we need more like-minded people on our team.

About the Role

We’re looking for a strategic and results-driven leader to join our team as Director, Commercial Learning. In this role, you will design, deliver, and continuously evolve a high-impact learning ecosystem that drives commercial excellence across sales, relationship management, and client success functions. You will ensure that commercial team members are equipped with the capabilities, tools, and insights required to accelerate revenue growth, strengthen client relationships, and deliver exceptional client experiences. This role is accountable for translating business strategy into a forward-looking learning and development roadmap that enables sustainable performance and organizational growth.

What You’ll Do

• Define and execute a comprehensive commercial learning strategy aligned with business priorities and growth targets.
• Establish and govern a multi-year Commercial capability and learning roadmap, ensuring alignment with evolving market demands, client expectations, and strategic objectives.
• Design and implement scalable learning solutions across sales, relationship management, and client success.
• Own the enterprise strategy and delivery model for sales onboarding, upskilling, and leadership development, ensuring alignment to business priorities and measurable performance outcomes.
• Integrate AI-enabled and digital learning solutions to enhance personalization, scalability, and impact.
• Establish and monitor KPIs to evaluate training effectiveness, business impact, and return on investment.
• Lead and develop a high-performing learning team focused on commercial capability building.
• Partner with senior leaders across Commercial, HR, Leasing, and Operations to align learning with performance outcomes.
• Drive adoption of learning initiatives through strong change management and communication strategies.
• Monitor external trends, competitive benchmarks, and emerging practices and evolving client needs to ensure training relevance and competitive positioning.

Basic Qualifications

• Certification in Training and Development or equivalent professional designation.
• Minimum of ten years of progressive experience in training and development, including at least three years of direct experience in sales training.
• Proven experience designing and leading commercial sales programs in complex, performance-driven environments.
• Strong understanding of sales methodologies, client success models, and relationship management practices.
• Demonstrated ability to translate business strategy into scalable, high-impact learning solutions.
• Experience leading and developing high-performing teams.

Preferred Qualifications

• Knowledge of commercial sales learning and reinforcement frameworks and sales capability models.
• Knowledge of training needs analysis, instructional design, and adult learning methodologies.
• Experience with learning technologies including LMS, virtual platforms, and AI-enabled tools.
• Strong stakeholder management and influencing capability.
• Data-driven decision making and analytical mindset.
• Executive presence and strong facilitation skills.

Location

Current Location: Toronto

The hiring base salary range for this position is $133,400 to $183,400 annually. Actual compensation within this range will be dependent upon the individual’s knowledge, skills, experience, equity with other team members, and alignment with market data. Please note that the disclosed salary range is solely for candidates hired to perform work within this geographic location. Candidates hired to work in other locations will be subject to the pay range associated with that location.

What’s in it for You
•  A culture of innovation, empowerment, decision-making, and accountability
•  Comprehensive health and welfare benefits that serve the needs of you and your family and foster a culture of wellness (for qualified roles)
•  Additional benefits and amenities, including paid time-off programs (vacation, sick leave, and holidays) (for qualified roles)

Applicants will be required to undergo a background check only if and after a conditional offer of employment has been extended.

Element Fleet Management and its wholly owned subsidiaries are an equal opportunity employer committed to diversity, equity, inclusion, and belonging. We are pleased to consider all qualified applicants for employment without regard to race, color, religion, genetic information, sex, gender identity, sexual orientation, age, marital status, family status, ancestry, national origin, citizenship, physical or mental disability, veteran status, military obligations or any other characteristic protected by federal, state and local laws. Disability-related accommodations during the application and interview process are available upon request. Should you require an accommodation with our hiring process please send an email to [email protected] or call (800) 665-9744. Element Fleet Management also uses AI-assisted tools to help screen and assess applications. These tools analyze information you provide (for example, your rēsumē and screening responses) to identify job-related skills, qualifications, and experience. AI outputs do not by themselves determine whether you advance or receive an offer – they assist recruiters and hiring managers. Final hiring decisions are made by people.