Build production AI agents and platform systems as a Senior Software Engineer on Fleetworthy’s AI Platform team. Work across fleet readiness technology.
This senior engineer role focuses on shipping reliable software for Fleetworthy’s safety, compliance, toll management, and weigh station bypass suite. You will build AI products, enterprise context capabilities, agentic engineering tools, and automated workflows. The position requires production ownership, Python and/or TypeScript, and practical judgment about agents.
Key Responsibilities: Ship software frequently through small increments from specification to launch
Build and deploy AI agents and features for customers
Extend connectors, retrieval, permissions, and MCP access
Create shared agentic tooling and engineering practices




Operate infrastructure, monitoring, evaluations, costs, and failure handling
Requirements: Senior production software delivery and post-release ownership experience
Production experience shipping AI agents or AI features
Advanced Python and/or TypeScript skills
Experience with LLM APIs, MCP, retrieval, and agent frameworks
DevOps, observability, SQL, PostgreSQL, and incident response experience
Apply production engineering judgment across AI agents, platform infrastructure, and Fleetworthy’s fleet readiness products.

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📌 Senior AI Platform Software Engineer (Manitoba)
🏢 Fleetworthy
📍 Manitoba