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← Waabi

Senior / Staff Software Engineer, AI Tooling

Waabi
Location
Toronto, ON
Posted
9 days ago
Department
Autonomy & Algorithms
Salary
$165,000 - $265,000
What they actually want (must-haves)
  • 5+ years of software engineering experience with a track record of shipping tools, platforms, or products used by large user bases
  • Deep familiarity with current AI coding tools and agents (e.g., Claude Code, Cursor, Copilot) and experience building AI-powered products
  • Strong proficiency in Python or another common programming language
  • Strong product instincts and judgment to identify and scope solutions
  • Strong written and verbal communication skills and ability to operate autonomously in fast-moving environments
  • Passion for self-driving technologies and frontier AI
Nice to have
  • Prior experience in developer productivity, platform engineering, or AI tooling roles
  • Experience working with non-engineering stakeholders to translate workflows into technical solutions
  • Experience building AI workflows for business functions outside of engineering
  • Experience deploying AI systems in security-sensitive environments
  • Contributions to open-source AI tooling or developer tools
What the job really is

As a Senior/Staff Software Engineer on the AI Technical Strike Team at Waabi, you will design, build, and ship custom internal tooling and workflows that enhance productivity across various teams. Your role involves integrating third-party AI tools, evaluating new technologies, and collaborating with engineers and business teams to understand their needs. Additionally, you will implement observability for AI tooling and ensure responsible use of AI in partnership with other departments.

Benefits
  • Competitive compensation and equity awards
  • 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 office
  • Regularly scheduled team building activities and social events
Things to weigh
  • No specific salary listed for the Canadian location, only a US salary range provided
  • Role involves working in a fast-moving and potentially ambiguous environment
  • Focus on building tools for internal use may limit exposure to external product development
Job score4.4/5
Benefits3/5
Freshness5/5
Career value4/5
Role clarity5/5
Pay transparency5/5

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