Senior Software Engineer – AI

🔥 10 hours ago

🇨🇦 Canada – Remote

⏰ Full Time

🟠 Senior

🤖 AI Engineer

👻 Ghost score 10%

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Bestpass

WebsiteLinkedInAll Job Openings

51 - 200 employees

Founded 2001

📦 Logistics

🚗 Transport

☁️ SaaS

Logistics • Transport • SaaS

Bestpass is a toll management platform that simplifies the process of managing tolls for fleets. The company provides a hassle-free solution with a single statement for all toll activity, offering advanced analytics and comprehensive coverage across major U. S. toll roads. Bestpass aims to reduce manual work and violations by consolidating toll accounts into one system, thereby improving fleet operations and bringing significant cost savings. Trusted by fleets nationwide, Bestpass offers both regional and plate-only coverage and provides fleet managers with 24/7 online access to toll data.

📋 Description

• Build AI agents and products for customers and internal teams across safety and compliance, toll management, and weigh station bypass • Build and extend the enterprise context layer with connectors, retrieval, permission enforcement, and MCP access • Develop agentic engineering tooling and practices used across engineering teams • Build automated workflows for problems that do not need an agent • Ship production software frequently in small increments and lead projects end to end from specification to launch • Provision and run infrastructure, environments, pipelines, and deployments • Turn loose problems from product, support, and engineering into clear requirements • Own shipped systems after launch, including monitoring, evaluations, cost, and failure handling • Mentor engineers on the team and across engineering • Define work, review coding-agent output, run agents in parallel, and use tests, CI, and agent review to maintain quality

🎯 Requirements

• Senior engineer with a track record of shipping software to production frequently and owning it after release • Experience shipping AI agents or AI features to production that users rely on today • Proficiency in Agentic SDLC, with coding agents as the primary way of building software • Advanced skills with Python and/or TypeScript • Hands-on experience with LLM APIs, MCP and agent frameworks, including when not to use one • Experience with retrieval systems (search, RAG) and permission-aware data access • Experience using evals and data to decide when an agent is ready to ship and whether it's working • DevOps experience with Docker, Kubernetes or managed container platforms, infrastructure as code (Terraform or similar), and CI/CD pipelines • Experience running production services, including observability (Datadog or similar), alerting, secrets and identity management, and incident response • Proficient in SQL and PostgreSQL • Strong live communication skills, ability to work independently, and candor about what you don't know • Preferred, but not required: background in fleet operations, transportation or logistics • Preferred, but not required: Databricks, including Unity Catalog or Genie • Preferred, but not required: enterprise search connectors and vector databases • Preferred, but not required: identity and access control for services and agents • Preferred, but not required: workflow orchestration or automation platforms • Preferred, but not required: Azure or AWS

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