Senior Software Developer- Python

The Descartes • Waterloo, ON

19h • Remote

About The Position

Descartes GroundCloud is scaling a unified platform that powers safety, compliance, and operations for delivery fleets across North America. This role exists to accelerate the evolution of that platform building reliable, high-impact features that directly improve how tens of thousands of drivers and dispatchers work every day.

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.

Requirements

• Strong proficiency in TypeScript/JavaScript (ES2022+), HTML, and CSS.
• Experience building modular frontends using modern frameworks (Vue 3 preferred, React acceptable).
• Solid backend development experience in Python (Django, Django REST Framework).
• Proven ability to design and consume RESTful APIs at scale.
• Experience with testing frameworks (Vitest, PyTest, Cypress) in a TDD environment.
• Familiarity with PostgreSQL/PostGIS and working with relational + geospatial data.
• Experience with cloud infrastructure (GCP preferred), Docker, Kubernetes, and CI/CD pipelines.
• Writes clean, maintainable, well-tested code using modern workflows (feature flags, short-lived branches, daily merges).
• Comfortable operating in fast-paced, agile environments with frequent production deployments.
• Strong understanding of system design trade-offs and scalability considerations.
• Clearly articulates technical decisions and trade-offs to cross-functional teams.
• Collaborates effectively with Product, Design, and Engineering to deliver end-to-end solutions.
• Actively participates in code reviews and contributes to team-wide improvements.
• Comfortable leveraging AI-assisted development tools (e.g., Copilot, Claude Code).
• Smart: Able to quickly understand complex systems, connect ideas across domains, and make sound judgments under ambiguity.
• Curious: Actively seeks to understand customer problems, emerging technologies, and better ways of working. Doesn't wait to be shown a better path before looking for one.
• Candid: Defaults to transparency even when it's uncomfortable. Surfaces blockers early, admits mistakes quickly, and gives feedback that is honest, specific, and kind. Prioritizes the health of the project over the protection of their reputation.
• Low-Ego: Puts the team's success above personal credit. Welcomes challenge to their ideas, gives way to better solutions regardless of who proposed them, and stays composed under friction rather than matching it.
• Product-Minded: Naturally curious about why a feature matters, not just how to build it. Thinks about user impact and business outcomes as part of the engineering process, not separately from it.
• 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.

Nice To Haves

• Exposure to AI/ML integrations, telematics, or real-time data systems is an asset.

Responsibilities

• Contributing meaningfully to new feature development — shipping real, value-added functionality end-to-end.
• Developing a working understanding of the GroundCloud business, our customers and their workflows, and the full breadth of product functionality including how internal teams, customer support, and escalation processes operate.
• Contextualizing technical work within the broader customer experience.
• Consistently meeting sprint commitments on 85%+ of in-flight work, delivering end-to-end features independently with minimal oversight.
• Developing deep expertise across more than one system or product domain, becoming a trusted voice on technical decisions in those areas.
• Acting as a force multiplier on the team. Code reviews and participation in technical design discussions consistently improve quality, surface risk early, and unblock teammates.
• Bringing customer and business context into the discovery and design process.
• Asking sharp questions, pushing back constructively on scope, identifying leaner implementation paths, and helping the team find ways to validate value before committing to full feature investment.

Benefits

• Competitive compensation
• Great benefits
• Remote and flexible work hours
• Opportunity to join a company on an awesome mission with a great existing team and trajectory.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed