Waabi

Senior / Staff Software Engineer, AI Tooling

Waabi · Toronto, ON

Posted 5 days ago · $165,000 - $265,000

or apply directly on Waabi's site. We never take the application ourselves.

Is this posting real?

This role has been open
5 days
Waabi's roles stay open a median of 44 days
Reposted
No
Salary listed
Yes
65% of Waabi's roles list one
Ghost-job risk at Waabi
low
0 stale, 2 reposted of 88 open
Hiring momentum
97 roles opened in the last 90 days
↑ up vs. the prior 90 days
Last confirmed on the employer's board
2026-09-17

Measured from postings appearing on and disappearing from Waabi's own lever board since 2026-08-04. Full hiring picture for Waabi.

About this role

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.

Our read on this posting4.4out of 5
benefits
3/5
freshness
5/5
career value
4/5
role clarity
5/5
pay transparency
5/5

Scored from the posting itself — how clearly the role is described, how much it says about pay and benefits, and how recently it was listed. Not a judgement of Waabi as an employer.

What you need

  • 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 you get

  • 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

Worth weighing

  • 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

Summarised from Waabi's posting. Read the full original.

Listed by Waabi on their lever job board, last confirmed open on 2026-09-17. PitchMeAI is not the employer.

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