Director, K-12 Sales

Summary

Join D2L as a Director of Sales for North America and play a pivotal role in driving growth within the K-12 market. Lead a high-performing sales team, expand market presence, cultivate strong customer relationships, and deliver exceptional value to educational institutions. This strategic leadership position demands visionary thinking, operational excellence, and a passion for transforming education through technology. Responsibilities include defining and executing go-to-market strategies, interpreting market trends, building and mentoring a sales team, overseeing the sales cycle, and collaborating with cross-functional teams. The ideal candidate will possess 3-5 years of progressive sales leadership experience in enterprise software, preferably in EdTech, and a deep understanding of the K-12 education landscape. A bachelor's degree is typically required. D2L offers a competitive salary and benefits package, including a wellness subsidy, equity grants, and variable incentives.

Requirements

• 3-5 years of progressive sales leadership experience in enterprise software, preferably in EdTech, eLearning, or HCM
• Proven success in building and scaling sales teams, with a strong track record of exceeding revenue targets
• Deep understanding of the K-12 education landscape, including funding models, procurement processes, and policy trends
• Exceptional communication and executive presence, with the ability to influence C-level stakeholders
• Strategic thinker with strong analytical skills and a data-driven approach to decision-making
• Willingness to travel up to 50% across North America
• A bachelor's degree in business, or education, or a related field is typically required

Responsibilities

• Define and execute a go-to-market strategy aligned with D2L’s mission and growth objectives in the K-12 sector
• Interpret market trends, customer insights, and competitive dynamics to inform strategic decisions
• Represent D2L as a thought leader at industry events, associations, and forums
• Build, lead, and mentor a high-impact sales team, fostering a culture of accountability, collaboration, and continuous improvement
• Set clear performance expectations, coach team members, and conduct regular business reviews to ensure alignment with KPIs and revenue goals
• Cultivate executive-level relationships with key clients and partners to drive adoption, retention, and expansion
• Oversee the full sales cycle—from prospecting and pipeline development to solution presentation and contract negotiation
• Collaborate with Marketing, Customer Engagement, and Public Affairs to deliver integrated campaigns and customer success strategies
• Accurately forecast revenue and manage sales performance metrics across the region
• Partner with internal stakeholders to ensure operational alignment and scalability of sales initiatives
• Support global sales efforts and contribute to cross-regional knowledge sharing and best practices

Benefits

• Flexible work arrangements
• Learning and Growth opportunities
• Tuition reimbursement of up to $4,000 CAD for continuing education through our Catch the Wave Program
• 2 Paid Days off for Catch the Wave related activities like exams or final assignments
• Employee wellbeing (Access to mental health services, EFAP program, financial planning and more)
• Retirement planning
• 2 Paid Volunteer Days
• Competitive Benefits Package
• Home Internet Reimbursements
• Employee Referral Program
• Wellness Reimbursement
• Employee Recognition
• Social Events
• Dog Friendly Offices at our HQ in Kitchener, Winnipeg, Vancouver and Melbourne