Descartes is one of the most broadly deployed logistics and supply chain technology companies in the world. More than 26,000 customers around the globe use our cloud-based solutions to transform the way they move inventory and information. With record financial performance for more than 16 years, we lead the industry in innovation investment. Descartes is publicly traded (Nasdaq:DSGX, TSX:DSG) with headquarters in Waterloo, Ontario, Canada, and offices and partners around the world.
Sales Director, Enterprise SaaS
Location
United States + 1 moreAll locations: United States | Canada
Posted
25 days ago
Salary
$125K - $135K / year
Seniority
Lead
Job Description
Sales Director, Enterprise SaaS
The Descartes
Role Description At Descartes, we believe great sales organizations are built through coaching, accountability, and customer-focused leadership. As a Sales Director, Enterprise SaaS, your mission is to develop high-performing sales professionals who consistently create value for customers, accelerate new business growth, and build lasting competitive advantage across North America. You will serve as a player-coach, helping your team win complex enterprise opportunities while developing future sales leaders through intentional coaching, disciplined execution, and a culture of continuous improvement. Outcomes - Build and Lead a High-Performing Enterprise Sales Team: Develop and retain a team of 5–6 Enterprise Sales Representatives that consistently achieves or exceeds quota attainment, pipeline generation, and activity targets. - Deliver Sustainable Revenue Growth: Achieve and exceed regional new business revenue targets through disciplined pipeline management, effective forecasting, and strong execution across the sales cycle. - Improve Sales Effectiveness Through Coaching: Implement a structured coaching cadence including regular 1:1s, deal reviews, and development plans that measurably improve win rates, sales productivity, and rep performance. - Strengthen Forecast Accuracy and Pipeline Discipline: Establish consistent CRM usage and data-driven sales management practices that improve forecast reliability and pipeline quality across the region. - Model Consultative Selling Excellence: Partner with representatives on strategic opportunities, helping teams uncover business challenges, quantify value, and align Descartes solutions to customer outcomes. - Recruit and Develop Top Talent: Build a strong talent pipeline, attract high-caliber sales professionals, and develop future leaders who embody Descartes’ values and sales methodology. - Foster a Culture of Accountability and Continuous Improvement: Create a high-performance environment where individuals take ownership of results, embrace feedback, celebrate success, and continuously raise the bar. Qualifications - Proven success leading Enterprise SaaS sales teams in complex B2B environments. - Strong coaching and mentoring capabilities with a demonstrated ability to improve individual and team performance. - Deep understanding of consultative, value-based sales methodologies and enterprise buying processes. - Ability to balance strategic planning with hands-on execution in key opportunities. - Experience managing sales pipelines, forecasting, and performance metrics within CRM platforms. - Skilled in recruiting, onboarding, and developing top-performing sales talent. - Strong business acumen with the ability to connect customer challenges to measurable business outcomes. - Excellent communication, presentation, negotiation, and stakeholder management skills. - Resilient, adaptable, and comfortable leading teams through change and ambiguity. - Demonstrated ability to make data-driven decisions and hold teams accountable for results. Culture Add: TEAM Values - We value team members who communicate with transparency, sharing information openly and building trust across functions. - You bring excellence and expertise to your craft, holding a high bar for quality while continuously improving your skills. - You demonstrate accountability by owning outcomes, following through on commitments, and taking responsibility for results. - You are driven by metrics, using data and experimentation to inform decisions and deliver measurable impact. Aptitudes - Smart: Able to quickly understand complex systems, connect ideas, and make sound judgments. - Curious: Actively seeks to understand customer problems, emerging technologies, and better ways of working. - Coachable: Open to feedback, willing to adapt, and continuously improving through learning. Benefits - Lead 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. Salary Range $125,000 to $135,000 USD plus sales variable Commission. Compensation information provided is a good faith estimate for this position only. Factors that may be used to determine your actual salary may include your specific skills as well as the years of experience you have. Similar positions located in different geographic regions will not necessarily receive the same compensation. Location This is a remote opportunity open to applicants authorized to work in the United States or Canada. Descartes is a global organization that uses English as a primary business language, with local language support provided where required. Join Us As we scale, we’re looking for new doers, collaborators and innovators to join Descartes in uniting the people and technology that move the world as the Global Leader in Logistics and Supply Chain Technology. We’re entrepreneurial, hardworking, geeky-in-a-good way problem solvers. Guided by our values, we nurture a TEAM focused culture that invests in people and creates opportunities for advancement across a broad spectrum of career paths. We prioritize work-life balance and foster an environment with the space to take ownership, to be heard, and to carve a path for your individual accomplishments to help drive our success.
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