Senior Software Engineer (Toronto)

Headstart
Full-time toronto, on Other-General
Posted:
June 04, 2026
Location:
toronto, on, Canada

Job Description

Headstart partners with digitally-native businesses ($100M+ ARR) to accelerate AI initiatives, enhance engineering capabilities, and drive real business outcomes. We build and ship production AI systems—from our innovative coding agent Friday (try us for free!) to custom agents and AI-powered features that solve the hardest technical problems.

Why join us

Our engineers tackle the hardest problems with the latest technology, including our own creative coding agent Friday. We are taking a different approach to innovation, one that has allowed us to push beyond what teams backed by multi-billion-dollar budgets are shipping today. You'll work with frontier applied AI technologies across the stack—from foundational systems to user-facing applications. We're a lean, high-velocity team that ships directly to users, iterates rapidly, and measures success by real-world impact.

We believe that simplicity and engineering fundamentals are more important than ever in an...

Apply for this Job

Submit your application for the Senior Software Engineer (Toronto) position at Headstart.

Apply Now Save for Later

Job Overview

Job Type: Full-time
Location: toronto, Canada
Posted: June 04, 2026
Deadline: July 14, 2026