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Optionality is an AI platform built to help entrepreneurs understand their true value, plan their exit, and navigate the biggest transaction of their life — long before they ever think they’re “for sale.” Most business owners only discover what their company is really worth when it’s almost too late to change the outcome. Optionality flips that script. We give entrepreneurs instant visibility into their valuation, buyer universe, benchmarks, red flags, and the levers that actually drive enterprise value in their sector. At the same time, Optionality gives advisors — M&A boutiques, accounting firms, banks, and investors — a powerful co-pilot to support owners earlier, source better off-market opportunities, and run a more strategic, data-driven process from first meeting to close. Powered by advanced AI models, proprietary private-company datasets, and real transaction intelligence, Optionality helps both sides of the table move faster and make better decisions. Whether the goal is selling, buying, raising capital, or simply preparing for the future, the platform gives clarity and direction. Our mission is simple: give every entrepreneur real optionality — and give the advisors who support them the tools they need to unlock better outcomes. We're backed by Inovia Capital, Luge Capital, and supported by Google and Cohere.

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Simon Leroux is the CEO of Optionality.

10 people are employed at Optionality.

Optionality is based in Montreal, Quebec.

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