Open Roles
Founding AI Engineer
Location: Toronto (In-Person)
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.
We’re looking for a founding AI engineer with a strong backend focus to help us make this vision real. In this role, you’ll own key technical decisions from day one, design and scale the backend that powers our AI engine, and ship features that connect directly to customer infrastructure.
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.
$120-200k, equity, new MacBook Pro + more.
Founding AI Engineer
Location: Toronto (In-Person)
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.
We’re looking for a founding AI engineer with a strong backend focus to help us make this vision real. In this role, you’ll own key technical decisions from day one, design and scale the backend that powers our AI engine, and ship features that connect directly to customer infrastructure.
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.
$120-200k, equity, new MacBook Pro + more.
Founding Design Engineer
Location: Toronto (In-Person)
We’re looking for a founding design engineer to help us bring this new interface to life. You’ll be responsible for turning complex AI systems into fast, intuitive, and beautiful user experiences. You’ll work closely with our founders and early customers, designing and building the frontend of our product while shaping the look, feel, and interaction patterns that define the OpenSesame experience.
This is a role for someone who cares deeply about design, craft, and product detail, but also knows how to ship. You’ll move fluidly between design and code, building with React, TypeScript, and modern frontend frameworks and have enough full-stack knowledge to collaborate across the stack when needed. You’ll own the design system, focus on the details of the UX, and create the patterns that make AI-native experiences feel seamless and human.
We're looking for someone who thrives in high-autonomy environments, loves building things that people actually use, and wants meaningful ownership in a fast-growing company. As one of the first engineers on the team, you’ll have outsized influence not only on the product but also on the culture, standards, and DNA of the company.
$120-200k, equity, new MacBook Pro + more.
Founding Design Engineer
Location: Toronto (In-Person)
We’re looking for a founding design engineer to help us bring this new interface to life. You’ll be responsible for turning complex AI systems into fast, intuitive, and beautiful user experiences. You’ll work closely with our founders and early customers, designing and building the frontend of our product while shaping the look, feel, and interaction patterns that define the OpenSesame experience.
This is a role for someone who cares deeply about design, craft, and product detail, but also knows how to ship. You’ll move fluidly between design and code, building with React, TypeScript, and modern frontend frameworks and have enough full-stack knowledge to collaborate across the stack when needed. You’ll own the design system, focus on the details of the UX, and create the patterns that make AI-native experiences feel seamless and human.
We're looking for someone who thrives in high-autonomy environments, loves building things that people actually use, and wants meaningful ownership in a fast-growing company. As one of the first engineers on the team, you’ll have outsized influence not only on the product but also on the culture, standards, and DNA of the company.
$120-200k, equity, new MacBook Pro + more.
