Careers
Build better exits for entrepreneurs
Optionality is an AI-powered platform that helps business owners understand their value, grow it, and sell on their own terms. If you care about founders, data, and turning complex deals into simple decisions, you'll feel at home here.
Why join us
Most business owners find out too late what they could have done earlier. At Optionality, we're changing that story. We're a small team of entrepreneurs, dealmakers, and AI builders helping owners plan their exit long before the clock starts. You'll work on problems that actually matter to founders: understanding their worth, mapping real buyers, and turning years of effort into a dignified exit.
- Small, high-impact team
- Modern stack: AI-first product, real customer feedback loops
- Flexible work and Montreal-based HQ
Didn't see the right role?
We're always happy to meet great people. Send us your profile and a few lines about what you'd like to work on.
General application