[Remote] Director, Sales

Note: The job is a remote job and is open to candidates in USA. Descartes Systems Group is a leading logistics and supply chain technology company that helps businesses improve their operations through innovative solutions. They are seeking a Sales Director for their Enterprise SaaS division to build and lead a high-performing sales team, drive revenue growth, and enhance sales effectiveness through coaching and accountability.ResponsibilitiesDevelop and retain a team of 5–6 Enterprise Sales Representatives that consistently achieves or exceeds quota attainment, pipeline generation, and activity targetsAchieve and exceed regional new business revenue targets through disciplined pipeline management, effective forecasting, and strong execution across the sales cycleImplement a structured coaching cadence including regular 1:1s, deal reviews, and development plans that measurably improve win rates, sales productivity, and rep performanceEstablish consistent CRM usage and data-driven sales management practices that improve forecast reliability and pipeline quality across the regionPartner with representatives on strategic opportunities, helping teams uncover business challenges, quantify value, and align Descartes solutions to customer outcomesBuild a strong talent pipeline, attract high-caliber sales professionals, and develop future leaders who embody Descartes’ values and sales methodologyCreate a high-performance environment where individuals take ownership of results, embrace feedback, celebrate success, and continuously raise the barSkillsProven success leading Enterprise SaaS sales teams in complex B2B environmentsStrong coaching and mentoring capabilities with a demonstrated ability to improve individual and team performanceDeep understanding of consultative, value-based sales methodologies and enterprise buying processesAbility to balance strategic planning with hands-on execution in key opportunitiesExperience managing sales pipelines, forecasting, and performance metrics within CRM platformsSkilled in recruiting, onboarding, and developing top-performing sales talentStrong business acumen with the ability to connect customer challenges to measurable business outcomesExcellent communication, presentation, negotiation, and stakeholder management skillsResilient, adaptable, and comfortable leading teams through change and ambiguityDemonstrated ability to make data-driven decisions and hold teams accountable for resultsBenefitsVariable CommissionLead a critical enterprise sales region for a global SaaS company transforming logistics and supply chain performance.Join a culture that prioritizes coaching, leadership development, and long-term career growth.Gain significant visibility with senior leadership while directly influencing revenue growth and organizational success.Develop future sales leaders and leave a lasting impact on the performance and culture of your team.Operate with autonomy and ownership while receiving support from experienced leaders and cross-functional partners.Work remotely from anywhere in the United States or Canada with the flexibility to manage your region and team effectively.Access industry-leading technology, sales enablement resources, and a collaborative environment focused on continuous improvement.Participate in a competitive compensation program that rewards performance and results.We offer competitive compensation, great benefits, remote and flexible work hours, and the opportunity to join a company on an awesome mission with a great existing team and trajectory.Company OverviewDescartes provides cloud-based logistics and supply chain management solutions to improve productivity for businesses. It was founded in 1981, and is headquartered in Waterloo, Ontario, CAN, with a workforce of 1001-5000 employees. Its website is https://www.descartes.com/.