Founding AI Engineer

Location: Toronto (In-Person) + Travel to SF

65 years ago, computers had interfaces that only a handful of experts could use. The GUI changed that, making technology intuitive for the first time. But decades later, most software still forces us into rigid, one-size-fits-all interfaces.

At OpenSesame, we believe AI unlocks the next leap. A language-first interface that adapts to people, not the other way around. We’re building the platform that will make every product AI-native, starting with older, established companies in construction, finance, and workforce management that urgently need to make this shift.

Join us to help us build a new AI interface to change the way people will work forever. As a founding engineering hire, you’ll own key technical decisions, design and scale our AI engine, ship features that connect directly to customer infrastructure, and work across the stack to deliver fast, accurate, and delightful AI-native experiences for our customers in the mid market and enterprise space.

We’re looking for a builder who thrives in high-autonomy environments, loves shipping quickly, and wants meaningful ownership in a fast-growing company.

Competitive salary, equity, new MacBook Pro + more.