Customer Success Manager

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

 

 

To own the strategic and commercial management of a growing Canadian customs brokerage customer portfolio, supporting customer retention, structured account growth, and long-term customer success.  The Customer Success Manager is commercially accountable for protecting and expanding revenue within an assigned book of approximately 150 customers while proactively strengthening customer relationships and identifying growth opportunities. 

This role operates in a forward-looking, disciplined manner balancing renewal leadership, customer engagement, and expansion development and sits at the intersection of customer success, commercial account management, and logistics technology consulting.  Customers range from mid-market customs brokers to large multinational logistics providers operating complex import/export and compliance environments across North America. 

 

Why This Role Matters 

This is a highly visible role supporting some of Descartes’ most strategic Canadian customs brokerage and logistics customers during a period of significant market change and growth.  The successful candidate will work cross-functionally with Sales, Product, Support, Professional Services, and leadership teams while gaining deep exposure to customs brokerage operations, trade compliance, and logistics technology.  This role is ideal for someone early in their career who is ambitious, commercially curious, and looking to grow into broader leadership, commercial, product, or customer-facing opportunities over time. 

 

What Success Looks Like in the first 12-18 Months
An A-Player in this role consistently delivers the following results: 

 

Revenue Protection & Retention 

Maintain strong renewal performance through proactive engagement and risk mitigation  

Develop and execute structured retention plans for identified yellow/red accounts before renewal impact  

 

Customer Engagement & Partnership 

Conduct formal Quarterly Business Reviews (QBRs) focused on value realization, operational alignment, and long-term partnership  

Improve responsiveness, customer sentiment, and stakeholder engagement across the portfolio  

Build trusted relationships with operational users, managers, and executive stakeholders  

 

Expansion & Growth 

Generate qualified expansion opportunities aligned to documented customer objectives and business priorities  

Identify opportunities for broader adoption of Descartes solutions and services  

Partner closely with Sales on structured cross-sell and upsell motions  

 

Portfolio Management 

Manage approximately 150 mid-market accounts and 10+ multinational enterprise accounts  

Prioritize activity based on renewal timing, customer health, growth potential, and operational risk  

Maintain disciplined CRM hygiene and structured account planning 

 

Core Responsibilities 

Strategic Customer Management 

Own renewal strategy and lead pricing discussions aligned to customer value realization and long-term partnership  

Develop structured account plans tied to retention, adoption, and growth  

Lead customer conversations focused on operational improvement, product adoption, and strategic partnership  

 

Customer Engagement & QBR Leadership 

Lead strategic QBRs and customer reviews that elevate discussions beyond support tickets and tactical updates  

Proactively uncover customer goals, risks, and growth opportunities through thoughtful discovery  

Engage stakeholders ranging from day-to-day operators through executive leadership  

 

Growth & Expansion 

Identify cross-sell and upsell opportunities based on customer workflows, adoption patterns, and operational priorities  

Create and document qualified opportunities in CRM with clear business drivers and stakeholder alignment  

Partner with Sales to support expansion strategy and smooth commercial handoffs  

 

Risk Management 

Monitor portfolio health and proactively identify churn or renewal risks  

Execute measurable mitigation plans before commercial impact occurs  

Escalate customer concerns early and coordinate internal resources effectively  

 

Cross-Functional Collaboration 

Partner with Sales, Product, Support, Professional Services, and leadership teams to coordinate customer strategy  

Advocate internally for customer priorities while balancing operational and commercial realities  

Help customers navigate organizational change, product enhancements, and evolving regulatory requirements  

 

Operational Excellence 

Maintain disciplined account management processes, CRM updates, renewal timelines, and customer documentation  

Proactively guide customers toward operational best practices and long-term value realization rather than operating in a reactive support-only capacity  

 

Experience & Aptitudes 

Required Experience 

3+ years in Customer Success, Strategic Account Management, logistics operations, trade compliance, or similar customer-facing commercial roles  

Practical experience within Canadian customs brokerage, freight forwarding, or trade compliance environments is required  

Experience may come from operational, customer-facing, sales, or account management backgrounds  

Experience managing customer relationships, renewals, or operational accounts in a structured environment  

 

Industry Knowledge 

Specific knowledge of the following is considered a strong asset: 

CSA  

CHB Finance  

CARM  

Tariff classification  

Duty remediation  

Sufferance operations  

Trade programs  

Export / trade compliance workflows  

 

Skills & Attributes 

Strong written and verbal communication skills, with confidence interacting directly with operational stakeholders, managers, and customer leadership teams  

Commercial curiosity and strong problem-solving ability  

Ability to build structured account plans tied to retention and growth  

Strong organizational skills and disciplined execution  

Comfortable navigating ambiguity and cross-functional environments  

Coachable, collaborative, and motivated to continuously improve  

We’re looking for someone who is proactive, intellectually curious, organized, and energized by solving operational and customer challenges in a fast-moving environment  

Interest in developing broader commercial, leadership, or strategic account management capabilities over time  

This role is focused on proactive customer engagement and strategic account management — not reactive ticket-based support  

 

Culture Add (Our TEAM Values) 
At Descartes, we don’t just want a “culture fit”—we want someone who adds to our collective strength: 
•    Transparency – Open, honest communication that builds trust. 
•    Excellence & Expertise – High standards and continuous mastery of your craft. 
•    Accountability – Ownership of outcomes and commitment. 
•    Metric-Driven Results – Data-informed decisions focused on measurable impact. 

 

Salary Range: $65,000 – $70,000 USD annually plus 20% 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.  

 

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.  

Descartes also has a deep sense of environmental responsibility. Learn more about how we helped our customers save over 552,000 metric tons of CO2 in 2020 by reducing fuel and paper consumption: https://www.descartes.com/who-we-are/social-responsibility-sustainability/environmental-impact.  Join a team that’s committed to working with customers to conserve resources and enhance sustainability. 

At Descartes, everyone has a voice and the best idea wins, regardless of who makes it. 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. If you feel you have 70% of the qualifications we are looking for, and Descartes sounds like the team and the mission you want to be part of, apply now. We can't promise it will be a fit, but we do promise to consider your experience. 

We conduct a mix of in-person and virtual interviews. Virtual interviews are held via Microsoft Teams and are recorded and transcribed. We may utilize AI tools to support our hiring team in notetaking, summarization, and internal training. AI tools are not used in our recruitment process for decision-making purposes. Recordings, transcripts, and notes are used for recruitment, including improvement of our process, and record-keeping purposes. Should you have any questions or concerns about our process, please connect with our hiring team in advance of scheduled interviews. 

We are an Equal Employment/Affirmative Action employer. We do not discriminate in hiring on the basis of sex, gender identity, sexual orientation, race, color, religious creed, national origin, physical or mental disability, protected Veteran status, or any other characteristic protected by federal, state, or local law. For more information about our commitment to equal employment opportunity, please review our EEO is the Law, Pay Transparency Nondiscrimination Statement, EEO/AA Statement.

Descartes participates in the E-Verify program. Please click below to learn more about the E-Verify program. Notice of E-Verify Participation Right to Work (English and Spanish). 
Descartes is committed to working with and providing reasonable accommodations to job applicants with disabilities.

Applicants in North America with a disability who require a reasonable accommodation for any part of the application or hiring process can email us at hrna@descartes.com. Provide your name and contact information along with the accommodation needed to assist you with the application process. Your request will be responded to as soon as possible.

Reasonable accommodations will be determined on a case-by-case basis.