Headstart

Staff Software Engineer

📍 Location
toronto, on
⏰ Job Type
Full-time
📅 Posted
June 06, 2026
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Job Description

About the role

Lead and own multiple client engagements end-to-end, from ideation and technical discovery through to production

Prototype rapidly while ensuring long-term reliability, maintainability, and security

Balance multiple concurrent engagements, context-switching between different technical stacks and business domains

Contribute to the Headstart Platform roadmap by identifying and delivering the highest-leverage investments across our tooling and infrastructure

Shape client strategy by reframing problems, influencing priorities, and defining what the right path forward looks like

Be the technical authority in sales and scoping conversations

Grow the engineers around you and raise the floor of every project you work on

Your background

7+ years of professional software engineering experience with a track record of owning complex, high-stakes systems end-to-end

Been the technical authority i...

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