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Senior / Staff Software Engineer, AI Tooling

waabiToronto, ONAutonomy & Algorithms
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Salary
$165K - $265K USD
Job type
Full-time
Experience
Senior · 5+ yrs
Posted
11 Sept 2026
Status
Open · checked 9d ago

About this role

This role suits an experienced software engineer with a background in AI tooling who wants to build internal platforms in Toronto. Senior / Staff Software Engineer, AI Tooling is a full-time position based in Toronto, ON, focused on developing centralized AI workflows and productivity tools.

Role Overview

Waabi is hiring a Senior / Staff Software Engineer for the AI Tooling team in Toronto, ON. The position involves designing and shipping custom internal tooling, AI agents, and workflows to maximize productivity across engineering, research, and business functions. Team members handle a mix of core tooling development and deployed engagements to co-design AI solutions with various departments.

Key Responsibilities

Design, build, and ship custom internal tooling, agents, and workflows supporting the autonomy codebase, simulation environments, ML training pipelines, research workflows, and business team automations.
Integrate and extend third-party AI tools such as coding assistants and agents like Claude Code, Cursor, GitHub Copilot, and Codex for internal use.
Evaluate emerging AI tools, models, and agent frameworks through structured pilots to inform build-versus-buy decisions.
Partner directly with engineers, researchers, and business teams to prototype solutions and iterate based on real usage.
Build observability around AI tooling by tracking usage, adoption, cost, and quality.
Implement guardrails for responsible AI tooling in partnership with Security, Legal, IT, and Infrastructure.
Drive adoption of built tools through documentation, enablement, office hours, and hands-on support.

Requirements

Five plus years of software engineering experience with a track record of shipping tools, platforms, or products used by internal or external user bases.
Deep, hands-on familiarity with current AI coding tools, agents, prompt engineering, evals, tool use, and integrating LLMs into production systems.
Strong proficiency in Python or another common programming language, alongside comfort with modern build systems, CI/CD pipelines, and developer infrastructure.
Strong product instincts and judgment to identify high-leverage problems and scope pragmatic solutions.
Strong written and verbal communication skills with the ability to operate autonomously in ambiguous territory.

Nice to Have

Prior experience in a developer productivity, platform engineering, or AI tooling role with exposure to ML, robotics, or autonomous systems infrastructure.
Experience working with non-engineering stakeholders to translate business workflows into technical solutions.
Experience building AI workflows or automation for business functions outside of engineering.
Experience deploying and operating AI systems in security- and IP-sensitive environments.
Contributions to open-source AI tooling, agent frameworks, or developer tools.

Skills and Tools

Python
Claude Code
Cursor
GitHub Copilot
Codex
CI/CD pipelines
Developer infrastructure
LLMs
AI agent frameworks

Salary and Benefits

US yearly salary range of $165,000 to $265,000 USD.
Additional compensation including equity incentive awards and an annual performance bonus.
Health and wellness benefits including medical, dental, and vision coverage.
Unlimited vacation.
Flexible hours and work from home support.
Daily drinks, snacks, and catered meals when in the office, plus regular team building activities.

About the Company

Waabi is a leader in Physical AI focused on unlocking the next era of autonomous transportation with technology that powers commercial autonomous trucks and robotaxis. Founded by Raquel Urtasun, the company operates offices in Toronto, San Francisco, Dallas, and Pittsburgh.

How to Apply

Apply on the official company careers page.

Skills and tech stack

PythonClaude CodeCursorGitHub CopilotCodexLLMsPrompt Engineering

Questions candidates ask

What is the location of the Senior / Staff Software Engineer, AI Tooling role?

The position is based in Toronto, ON, with Waabi having additional offices in San Francisco, Dallas, and Pittsburgh.

What is the salary range for this position?

The US yearly salary range is $165,000 to $265,000 USD, supplemented by equity incentive awards and an annual performance bonus.

How many years of experience are required?

Candidates must have 5+ years of software engineering experience.

What programming languages are required?

Strong proficiency in Python or another common programming language is required.

What benefits are provided for full-time employees?

Benefits include medical, dental, and vision coverage, unlimited vacation, flexible hours, work from home support, catered meals in the office, and equity awards.

Ready to apply?

The application is on the official waabi careers page.

Apply on company site