Staff Software Engineer, Internal Tools

Torontohybridstaff

via Greenhouse

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About this role

About the Role: We are looking for a Staff Engineer to steer the technical evolution of our AI-centric business platforms, which currently prioritize ad revenue operations such as cross-system intelligence, workflow automation, and document understanding. While the domain already supports live production traffic and active users, significant architectural challenges remain: how can non-deterministic AI be effectively integrated into workflows where business outcomes depend on high accuracy? Furthermore, how should system boundaries be structured during this phase of rapid platform integration and development? In this role, you will confront this ambiguity head-on—defining architectural patterns, implementing them in production, and validating their effectiveness. About the Team:…

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What we'd score you on

reqspace match rubric

Five dimensions, recruiter-grade. Upload your resume and we'll generate a written explanation of where you fit and where the gaps are.

Skills match

For this role: typescript, python, express, postgresql, drizzle…

Level fit

This role is staff-level. We check your trajectory against it.

Domain experience

Your work in the role's domain matters more than your years total. We weight recent and direct experience.

Recency

A skill you used last quarter weighs more than one from five years ago. We grade on recency, not lifetime.

Location fit

This role is based in Toronto. We weight your proximity and willingness to relocate.

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Free · no card · written explanation included

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Skills in this role

Pulled from the job description. These are the keywords we'll weight when scoring your fit.

typescriptpythonexpresspostgresqldrizzleopenaigeminiclaude

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