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Customer Success Manager – Fleet Management

Job in Guelph, Ontario, N1C 0A1, Canada
Listing for: Descartes Group
Full Time position
Listed on 2026-11-02
Job specializations:
  • Sales
    Account Manager, Customer Success Management, Client Relationship Management
Salary/Wage Range or Industry Benchmark: 85000 - 130000 CAD Yearly CAD 85000.00 130000.00 YEAR
Job Description & How to Apply Below
Descartes Unites the People and Technology that Move the World

The need for efficient, secure, and agile supply chains and logistics operations has become ever more critical and complex. By combining innovative technology, powerful trade intelligence and the reach of our network, Descartes helps get goods, information, transportation assets, and people where they’re needed, when they’re needed.

We’re 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 to enhance productivity, better serve customers, thrive competitively, keep pace with evolving regulations, and respond to rapidly changing market conditions. Descartes is publicly traded (Nasdaq:DSGX, TSX:DSG) with headquarters in Waterloo, Ontario, Canada, and offices and partners around the world.

With record financial performance for more than 16 years, we lead the industry in innovation investment. Every day, logistics service providers, manufacturers, retailers, distributors, and other logistics-intensive businesses of all sizes rely on our scale, stability, and comprehensive solution footprint to move what’s most important to them. Learn more at

We’re growing fast and invite you to join our amazing team.

Mission — Why the Job Exists

Drive customer retention, growth and advocacy by helping Fleet customers achieve measurable operational value from Descartes solutions. Own the post-sale customer journey, build strategic relationships, and ensure our technology delivers lasting improvements in efficiency, service, and performance.

Outcomes — What Success Looks Like
  • Customer Retention:
    Protect recurring revenue through proactive account management, early risk identification and effective renewal planning.
  • Customer Value:
    Develop success plans and demonstrate measurable improvements in fleet efficiency, utilisation, service and costs.
  • Product Adoption:
    Increase solution adoption and executive engagement across strategic accounts.
  • Account Growth:
    Identify and develop qualified expansion opportunities aligned with customer needs and business outcomes.
  • Portfolio Management:
    Within 90 days, segment accounts, establish key relationships and document success plans for priority customers.
  • Customer Advocacy:
    Within 6–12 months, develop customer references, case studies and advocacy opportunities.
  • Cross-Functional Collaboration:

    Align Sales, Product, Support and Professional Services to deliver customer outcomes.
  • Skills & Competencies — How the Work Gets Done Essential Skills & Experience
    • Proven success in Customer Success, Account Management or commercially accountable customer-facing roles.
    • Experience retaining and growing complex SaaS or enterprise technology accounts.
    • Understanding of fleet, logistics, transport or supply chain operations.
    • Strong commercial judgement, stakeholder management and executive communication.
    • Ability to use customer and operational data to identify risks, demonstrate ROI and drive improvements.
    • Experience managing renewals, success plans, escalations and growth opportunities.

    Desirable: Knowledge of route optimisation, fleet execution, telematics, delivery visibility or fleet safety solutions.

    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…

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