Director, Sales

KEV Group

About The Position

KEV is seeking a sales leader to lead and inspire a team of Account Executives responsible for K–12 territories in the United States. The role focuses on collaboration, precise forecasting, pipeline development, and consistent attainment of growth targets. The successful candidate will serve as a trusted advisor and performance-focused strategist, using insight and empathy to coach, challenge, and support the team. The position oversees team and individual sales performance, forecasting, CRM hygiene, deal execution, coaching, talent development, and strategic planning. It also involves participating in district sales meetings, collaborating with marketing, facilitating team and cross-functional sessions, and using sales metrics to guide decisions and communicate progress to leadership. Frequent travel is required. KEV provides software that helps school districts manage and track school-level funds through unified payments, accounting, and reporting. The company is headquartered in Toronto and has offices across North America.

Requirements

  • At least 8 years of progressive sales experience, including experience in the K–12 sector.
  • At least 3 years of sales leadership experience.
  • Demonstrated ability to meet or exceed sales targets consistently as both an individual contributor and a leader.
  • Deep understanding of the sales process, including pipeline nurturing and relationship-building.
  • Hands-on experience with Salesforce CRM and other sales enablement tools.
  • Metrics-driven approach and ability to analyze performance, identify challenges, and implement action plans.
  • Exceptional coaching and mentoring skills, with the ability to inspire and motivate teams.
  • Strong interpersonal skills; approachable, collaborative, and solution-oriented.
  • Ability to travel frequently.

Responsibilities

  • Oversee team attainment against collective quotas and individual sales targets, focusing on pipeline development and deal execution.
  • Maintain monthly and quarterly forecasts using Salesforce and other tools to improve predictability and precision.
  • Drive goal attainment and provide visibility into goals through effective CRM hygiene and internal sales tools.
  • Attend mid-to-large district sales meetings to support Account Executives and help ensure successful outcomes.
  • Collaborate with marketing to implement and reinforce initiatives and campaigns.
  • Identify and address performance issues through coaching plans, support strategies, and resource realignment.
  • Lead, mentor, and inspire Account Executives to reach and exceed goals while fostering accountability, collaboration, and continuous improvement.
  • Conduct weekly one-on-one meetings to review pipelines, metrics, and conversion trends, and adjust strategies accordingly.
  • Coach team members on overcoming challenges, handling objections, and refining sales strategies through practice conversations and scenarios.
  • Conduct weekly call reviews to coach representatives on discovery, demonstrations, and closing techniques.
  • Attract, develop, and retain talent to build a high-performing team.
  • Facilitate monthly team sessions and cross-functional syncs to reinforce strategy, tools, and shared goals.
  • Join high-impact district meetings as a field leader and help the team navigate roadblocks.
  • Use sales and activity metrics, such as conversion rates, stage velocity, and ACV, to guide decisions and communicate progress to leadership.

Benefits

  • Competitive compensation.
  • Meaningful benefits to support well-being at work and at home.
  • Retirement savings support, including company-matched RRSP programs in Canada and 401(k) contributions in the U.S.
  • Professional development, ongoing learning, stretch opportunities, continuing education, KEV Academy, and KEV University courses.
  • Flexible PTO, including close to four weeks of vacation and a company-wide holiday closure.
  • Team-building and culture activities through Club KEV, Voice of Customer Series, Monthly Townhalls, and KEVite Awards.
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