Managing Director, Commercial Sales

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.

Managing Director, Canada Sales

About the Role

Element Fleet Management is seeking an accomplished B2B sales executive to lead our new business growth strategy in Canada. As Managing Director, Canada Sales, you’ll be accountable for driving new business development, cultivating internal and external C-suite relationships, and accelerating enterprise revenue growth.

This high-impact leadership role is ideal for a strategic, data-driven commercial leader who combines business acumen, executive presence, and proven sales success. You will lead a national team leveraging Element’s Commercial Operating Discipline, predictive analytics, and digital insights to expand Element’s market presence and deliver impactful financial performance.

What You’ll Do

Drive Enterprise Growth & New Business Development

• Lead national go-to-market strategy to win new B2B clients and expand Element’s client base across Canada.
• Cultivate and maintain strong relationships with senior executives and decision-makers at client and prospect organizations.
• Leverage sales analytics, CRM data, and market intelligence to identify growth opportunities and optimize the sales funnel.
• Collaborate with cross-functional leaders to shape competitive proposals, financial solutions, and pricing strategies aligned with client needs.

Lead & Develop a High-Performance Sales Team

• Recruit, mentor, and retain top commercial talent; foster a culture of accountability, agility, and continuous learning.
• Champion digital transformation within the sales organization, driving adoption of modern enablement platforms and performance tools.
• Lead the design and execution of the Canadian strategy to align teams around growth goals, Element’s value proposition and Commercial execution.

Operational Excellence & Collaboration

• Guide the full “wing-to-wing” sales process—from lead generation in partnership with the Inside Sales Team, to qualification, contract negotiation and implementation.
• Partner with Marketing, Commercial Excellence, Finance, Risk, and Operations to ensure cohesive, customer-centric execution.
• Oversee key prospect engagements and complex negotiations to strengthen Element’s market leadership position.
• Partner with Commercial Excellence to inform decision-making and performance tracking.

What You Bring

Required Qualifications

• 10+ years of progressive B2B sales and commercial leadership experience in financial services, fleet management, or a related industry.
• Demonstrated success leading enterprise-level sales teams and closing high-value, consultative deals.
• Proven ability to engage and influence C-suite executives through strategic insight and credibility.
• Strong command of financial acumen, relevant market insights, and solution-based selling.
• Deep understanding of CRM platforms, analytics, and leading sales technology tools
• Exceptional communication, executive presence, and ability to inspire at all levels.

Preferred Qualifications

• Bachelor’s degree in Business, Finance, or related field; MBA preferred.
• Experience leading digital and AI focused sales organization(s).
• Track record of scaling revenue through data-driven, customer-centric strategies.

Location: Remote (Canada) – Toronto Preferred

The hiring base salary range for this position is $200,000 - $275,000 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.