Staff Software Engineer

Headstart • toronto, on, Canada • Posted June 08, 2026

Location toronto, on
Job Type Full-time
Category IT & Technology
Posted June 08, 2026

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 ownin...

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