Flexible Work, Better Balance
Headstart is built for people who want to think like founders. We work inside real enterprises ($100M+ ARR) shipping production AI systems that change how they operate. Every engagement is a different industry, a different problem, and a different set of constraints. You leave each one knowing that business deeply.
Weβve built our own agent Friday, which powers the majority of how we deliver. Weβre bootstrapped, cash-flow positive, and growing fast.
The engineers who thrive at Headstart are the ones who want to understand how businesses work, not just how code works. We take the work seriously and the culture deliberately. Pay is transparent, weekends are yours, and we donβt confuse long hours with good work.