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Senior / Staff Software Engineer, AI Tooling

Toronto, ON💼 Full-time🗓 2026-09-11 → 2026-09-25

Core

Design, build, and ship internal AI tooling, agents, and workflows to accelerate productivity across engineering, research, and business teams at Waabi.

Role type

Senior IC software engineer (AI tooling & developer productivity)

Builds

Custom internal AI agents, coding assistants, automation workflows, and observability dashboards for Waabi's autonomy codebase and business functions.

Domain

Autonomous transportation / Physical AI / Developer Productivity

Deliverable

production ML models | product features | dashboards & analysis

Required skills

Python, LLM integration, prompt engineering, agent frameworks, CI/CD pipelines, product judgment, technical communication

Preferred skills

Experience with ML/robotics infrastructure, non-engineering stakeholder management, security-sensitive AI deployment, open-source contributions

Technologies

Claude Code, Cursor, GitHub Copilot, Codex, LLMs, Python

Responsibilities

Design and ship custom internal tooling and agents; Integrate and extend third-party AI tools; Evaluate new AI tools and provide build-vs-buy recommendations; Partner with teams to prototype and iterate solutions; Build observability for AI tooling usage and cost; Implement guardrails for responsible AI tooling; Drive adoption through documentation and enablement

Seniority

Senior, hands-on IC

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